(Q15634134)

Tormentic acid (English)

(1R,2R,4aS,6aR,6aS,6bR,8aS,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

7 October 2016

stereoisomer of

2 references

1 reference

(1S,2S,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2 references

(1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bR)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2 references

(1R,2R,4aS,6aR,6aS,6bR,8aS,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2 references

2beta-hydroxypomolic acid

1 reference

(1S,2S,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

1 reference

chemical formula

C₃₀H₄₈O₅

1 reference

Tormentic acid (English)

7 October 2016

canonical SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)O

1 reference

Tormentic acid (English)

7 October 2016

isomeric SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O

1 reference

Myrianthiphyllin, The First Lignan Cinnamate from Myrianthus arboreus

Tormentic acid (English)

7 October 2016

2 references

Studies on Nigerian Medicinal Plants: Components of the Stems of Myrianthus arboreus

Rosa roxburghii

1 reference

Chemical Constituents of Saurauia roxburghii

Rosa laevigata

3 references

Steroids and triterpenoids from Rosa laevigata

Anti-inflammatory triterpenes from the leaves of Rosa laevigata

Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata

Tiarella polyphylla

1 reference

Structure determination of a new lupane-type triterpene, tiarellic acid, isolated from Tiarella polyphylla

Campsis grandiflora

1 reference

Anti-platelet pentacyclic triterpenoids from leaves of Campsis grandiflora

Tecoma stans

1 reference

Phytochemical and biological studies on the leaves of Tecoma mollis Humb. And Bonpl cultivated in Egypt

Agrimonia pilosa

1 reference

Phenolic Components from the Aerial Parts of Agrimonia pilosa

Sarcopoterium spinosum

1 reference

Triterpenoids from plants of the sanguisorbeae

Scarlet firethorn

1 reference

Two glucosides from Pyracantha coccinea roots: a new lignan and a new chalcone

Rosa taiwanensis

1 reference

Chemical Constituents from the Root and Aerial Parts ofRosa taiwanensis

Marsypianthes chamaedrys

1 reference

Molluscicidal constituents of Marsypianthes chamaedrys

Geum japonicum

5 references

The anticoagulant effects ofGeum japonicum extract and its constituents

Triterpenoids and glycosides from Geum japonicum

Anti-HIV triterpene acids from Geum japonicum

Anti-HIV triterpene acids from Geum japonicum

Triterpenoids and glycosides from Geum japonicum

Markhamia tomentosa

1 reference

Antiprotozoal activities of some constituents of Markhamia tomentosa (Bignoniaceae).

Vitex polygama

1 reference

Enzymatic inhibitory activity and trypanocidal effects of extracts and compounds from Siphoneugena densiflora O. Berg and Vitex polygama Cham

Chaenomeles sinensis

2 references

Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells

Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells

Cotoneaster simonsii

3 references

Flavonols and isoflavones from Cotoneaster simonsii

Flavonols and isoflavones from Cotoneaster simonsii

Flavonols and isoflavones from Cotoneaster simonsii

Musanga cecropioides

7 references

The Chemical Constituents of Musanga cecropioides

Cecropioic acid, a pentacyclic triterpene from Musanga cecropioides

Cecropiacic acid, a new pentacyclic A-ring seco triterpenoid from Musanga cecropioides

The Chemical Constituents of Musanga cecropioides

Chemical Studies on the Cecropiaceae: A Novel A-ring Seco Triterpene from Musanga cecropioides

Further Triterpenoids of Musanga cecropioides: The Structure of Cecropic Acid

Musangicic acid, a triterpenoid constituent of Musanga cecropioides

Olea europaea

2 references

Production of triterpene acids by cell suspension cultures of Olea europaea

Production of triterpene acids by cell suspension cultures of Olea europaea

Perilla frutescens var. frutescens

1 reference

Cytotoxic activity of Perilla frutescens var. japonica leaf extract is due to high concentrations of oleanolic and ursolic acids

Rubus cochinchinensis

2 references

Triterpenes from Rubus cochinchinensis

Triterpenes from Rubus cochinchinensis

Rumex japonicus

2 references

24-nor-Ursane type triterpenoids from the stems of Rumex japonicus

24-nor-Ursane type triterpenoids from the stems of Rumex japonicus

Acaena pinnatifida

1 reference

Triterpenoids from Acaena pinnatifida R. et P.

Acanthochlamys bracteata

1 reference

Chemical Constituents of Acanthochlamys bracteata.

Alchemilla alpina

1 reference

Alchemilla faeroensis

1 reference

Alchemilla vulgaris

1 reference

Anchusa strigosa

1 reference

New Pyrrolizidine Alkaloids and Glycosides from Anchusa strigosa.

Arnebia euchroma

1 reference

Tormentic Acid and 2alpha-Hydroxyursolic Acid from Arnebia euchroma

Callicarpa americana

1 reference

Cytotoxic constituents from the fruiting branches of Callicarpa americana collected in southern Florida

Debregeasia salicifolia

1 reference

Antimicrobial triterpenes from Debregeasia salicifolia

Elsholtzia ciliata

1 reference

Studies on the Chemical Constituents of Elsholtzia herb.

Eriobotrya deflexa

2 references

Monoterpene glycosides and triterpene acids from Eriobotrya deflexa

Monoterpene glycosides and triterpene acids from Eriobotrya deflexa

Eriobotrya japonica

5 references

Triterpenes from the leaves of parsonsia laevigata

A New Triterpene Ester from Eriobotrya japonica.

Anti-inflammatory constituents of topically applied crude drugs. I. Constituents and anti-inflammatory effect of Eriobotrya japonica LINDL

Constituents of Eriobotrya japonica. A Study of Their Antiviral Properties

11beta-Hydroxysteroid dehydrogenase 1 inhibiting constituents from Eriobotrya japonica revealed by bioactivity-guided isolation and computational approaches

Hedyotis lawsoniae

1 reference

Studies on the constituents of medicinal and related plants in sri lanka. I. New triterpenes from Hedyotis lawsoniae.

Hyptis capitata

2 references

The cytotoxic principles of Hyptis capitata and the structures of the new triterpenes hyptatic acid-A and -B

Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids

Isodon loxothyrsus

2 references

Triterpenoids of Isodon loxothyrsus

Triterpenoids of Isodon loxothyrsus

Isodon sculponeatus

1 reference

Cytotoxic ent-Kaurane Diterpenoids from Isodon racemosa (Hemsl) Hara

Laggera pterodonta

1 reference

Eleven New Eudesmane Derivatives fromLaggerapterodonta

Lepechinia caulescens

1 reference

Abietanoid acid from Lepechinia caulescens

Margyricarpus setosus

1 reference

Aryl and triterpenic glycosides from Margyricarpus setosus

Myrianthus libericus

1 reference

Pentacyclic triterpenes from Myrianthus liberecus

Myrianthus serratus

1 reference

An E-ring γ-lactone pentacyclic triterpene from Myrianthus serratus

basil

1 reference

Basil (Ocimum basilicum L.)

Paliurus hemsleyanus

1 reference

Triterpenes from Paliurus hemsleyanus

Polylepis incana

1 reference

Chemical investigation of Polylepis incana (Rosaceae)

Potentilla fruticosa

2 references

Chemical composition of Potentilla fruticosa. II. Triterpenoids

Chemical composition of Potentilla fruticosa. II. Triterpenoids

Potentilla tormentilla

1 reference

New Triterpenoid Saponins from the Roots of Potentilla tormentilla

Poterium ancistroides

2 references

Hypoglycemic and insulin release effects of tormentic acid: a new hypoglycemic natural product

Tormentic acid, a new hypoglycemic agent from Poterium ancistroides

Prunus zippeliana

2 references

Constituents of Prunus zippeliana Leaves and Branches.

Constituents of Prunus zippeliana Leaves and Branches.

Isodon effusus

1 reference

Terpenoids from Rabdosia effusa HARA.

Rosa davurica

1 reference

Chemical constituents of pericarps of Rosa davurica Pall., a traditional Chinese medicine

Rosa transmorrisonensis

1 reference

Chemical Constituents from the Aerial Part of Rosa Transmorrisonensis

Rosa woodsii

1 reference

Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids

Rubus pungens

1 reference

Triterpenes and triterpene glycosyl ester from rubus pungens camb. Var oldhamii

Rubus sieboldii

2 references

Novel anti-inflammatory compounds from Rubus sieboldii, triterpenoids, are inhibitors of mammalian DNA polymerases

Novel anti-inflammatory compounds from Rubus sieboldii, triterpenoids, are inhibitors of mammalian DNA polymerases

Rubus ulmifolius

1 reference

In vitro antimicrobial activity of extracts and isolated constituents of Rubus ulmifolius

Sanguisorba officinalis

2 references

Pomolic acid derivatives from the root of Sanguisorba officinalis

Triterpene glycosides from the roots of Sanguisorba officinalis

Complex-toothed flying squirrel

1 reference

Cytotoxic triterpenes from a Chinese medicine, Goreishi

Vismia guianensis

1 reference

New prenylated anthraquinones and xanthones from Vismia guineensis

Vitex altissima

1 reference

Flavonoids, triterpenoids and a lignan from Vitex altissima

Vochysia divergens

1 reference

Anti-allodynic action of the tormentic acid, a triterpene isolated from plant, against neuropathic and inflammatory persistent pain in mice.

Euscaphis japonica

2 references

Cytotoxic Hexacyclic Triterpene Acids from Euscaphis japonica

Cytotoxic Hexacyclic Triterpene Acids from Euscaphis japonica

Rubus ellipticus

1 reference

Triterpenoid saponins from Rubus ellipticus var. obcordatus

Perilla frutescens var. crispa

1 reference

High-performance liquid chromatographic analysis of bioactive triterpenes in Perilla frutescens

Cecropia pachystachya

1 reference

Natural triterpenoids from Cecropia lyratiloba are cytotoxic to both sensitive and multidrug resistant leukemia cell lines

Chaenomeles speciosa

1 reference

Antioxidant, anti-inflammatory and anti-influenza properties of components from Chaenomeles speciosa

Cornus kousa

1 reference

CYTOTOXIC TRITERPENOIDS FROM Cornus kousa FRUITS

Drymonia macrophylla

1 reference

Triterpenes and triterpene glycosides from Paradrymonia macrophylla

Elsholtzia bodinieri

1 reference

Two New E-Secoursane Glycosides: Bodiniosides A and B, Isolated fromElsholtzia bodinieri

Mosla scabra

1 reference

Lignans from Mosla scabra

Perilla frutescens

2 references

Triterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects

A phenylpropanoid glucoside from Perilla frutescens

Photinia serratifolia

1 reference

Triterpenoids from the Edible Leaves ofPhotinia serrulata

Photinia serrulata

1 reference

Triterpenoids from the Edible Leaves ofPhotinia serrulata

Rosa rugosa

1 reference

19Alpha-hydroxyursane-type triterpenoids: antinociceptive anti-inflammatory principles of the roots of Rosa rugosa

Justicia procumbens

1 reference

Antibacterial lignans and triterpenoids from Rostellularia procumbens

Rubus rosaefolius

1 reference

Phytochemical and analgesic activity of extract, fractions and a 19-hydroxyursane-type triterpenoid obtained from Rubus rosaefolius (Rosaceae)

Rubus rosifolius

1 reference

Phytochemical and analgesic activity of extract, fractions and a 19-hydroxyursane-type triterpenoid obtained from Rubus rosaefolius (Rosaceae)

Rubus allegheniensis

1 reference

Phytochemical and analgesic activity of extract, fractions and a 19-hydroxyursane-type triterpenoid obtained from Rubus rosaefolius (Rosaceae)

Rubus rosa

1 reference

Phytochemical and analgesic activity of extract, fractions and a 19-hydroxyursane-type triterpenoid obtained from Rubus rosaefolius (Rosaceae)

Rubus xanthocarpus

1 reference

Pentacyclic triterpenoids from Rubus xanthocarpus

Triumfetta cordifolia

1 reference

New Nortriterpenoid and Ceramides From Stems and Leaves of Cultivated Triumfetta cordifolia A Rich (Tiliaceae)

Trichodrymonia macrophylla

1 reference

Triterpenes and triterpene glycosides from Paradrymonia macrophylla

Hoslundia opposita

1 reference

Hosloppin, a New Pyrone-Substituted Flavonoid from Hoslundia opposita

Rosa multiflora

2 references

[Triterpenoids from roots of Rosa laevigata].

A-ring contracted triterpenoid from Rosa multiflora

Leucosceptrum

1 reference

[Studies on the constituents of Leucoseptrum stellipillum]

Vitex negundo

1 reference

Anti-inflammatory ursane- and oleanane-type triterpenoids from Vitex negundo var. cannabifolia

Polylepis besseri

1 reference

Chemical investigation of Polylepis incana (Rosaceae)

Geum macrophyllum

3 references

Triterpenoids and glycosides from Geum japonicum

Anti-HIV triterpene acids from Geum japonicum

The anticoagulant effects ofGeum japonicum extract and its constituents

Margyricarpus pinnatus

1 reference

Aryl and triterpenic glycosides from Margyricarpus setosus

Alchemilla monticola

1 reference

Alchemilla xanthochlora

1 reference

Debregeasia saeneb

1 reference

Antimicrobial triterpenes from Debregeasia salicifolia

Laggera crispata

1 reference

Eleven New Eudesmane Derivatives fromLaggerapterodonta

Potentilla erecta

1 reference

New Triterpenoid Saponins from the Roots of Potentilla tormentilla

Rhaphiolepis deflexa

1 reference

Monoterpene glycosides and triterpene acids from Eriobotrya deflexa

Dasiphora fruticosa

1 reference

Chemical composition of Potentilla fruticosa. II. Triterpenoids

Moquilea pyrifolia

1 reference

New Lupane Derivatives from the Leaves ofLicania pyrifolia

Moquilea tomentosa

1 reference

Pentacyclic triterpenes from Chrysobalanaceae species: cytotoxicity on multidrug resistant and sensitive leukemia cell lines

Comanthosphace stellipila

1 reference

[Studies on the constituents of Leucoseptrum stellipillum]

Photinia glabra

1 reference

Triterpenoids from the Edible Leaves ofPhotinia serrulata

Pimpinella saxifraga

1 reference

Chemical Constituents of the Genus Pimpinella

Pimpinella major

1 reference

Chemical Constituents of the Genus Pimpinella

Identifiers

InChI

InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1

1 reference

Tormentic acid (English)

7 October 2016

2 references

Tormentic acid (English)

7 October 2016

ChEBI release 2020-09-01

CAS Registry Number

13850-16-3

1 reference

https://commonchemistry.cas.org/detail?cas_rn=13850-16-3

9 April 2021

1 reference

(2alpha,3beta)-2,3,19-Trihydroxyurs-12-en-28-oic acid (English)

7 October 2016

2 references

Tormentic acid (English)

7 October 2016

ChEBI ID

70682

mapping relation type

2 references

Tormentic acid (English)

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1

1 reference

TOMENTIC ACID (English)

7 October 2016

2 references

1 reference

1 reference

DSSTOX compound identifier

DTXCID301358869

0 references

UNII

9WL8LH7U78

1 reference