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(Q74410874)
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English
sugiol
chemical compound
7-oxoferruginol
isomicropinic acid
In more languages
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Statements
instance of
type of chemical entity
0 references
subclass of
abietane diterpenoid
0 references
phenol
0 references
chemical structure
Sugiol.svg
455 × 425; 13 KB
0 references
mass
300.208930136
dalton
1 reference
based on heuristic
inferred from SMILES
stereoisomer of
(4aS,10aR)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
2 references
based on heuristic
inferred from InChIKey
based on heuristic
inferred from InChI
chemical formula
C₂₀H₂₈O₂
0 references
canonical SMILES
O=C1C2=CC(=C(O)C=C2C3(C)CCCC(C)(C)C3C1)C(C)C
0 references
isomeric SMILES
CC(C)C1=C(C=C2C(=C1)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)O
0 references
found in taxon
Cryptomeria japonica
4 references
stated in
A new abietane and two dimeric abietane diterpenes from the black heartwood of Cryptomeria japonica
stated in
Labdanes from Cryptomeria japonica
stated in
Diterpenes from Cryptomeria japonica inhibit androgen receptor transcriptional activity in prostate cancer cells
stated in
Abietanes and kauranes from leaves of Cryptomeria japonica
Dacrydium cupressinum
1 reference
stated in
The structure of laurenene, a new diterpene from the essential oil of Dacrydium cupressinum. Part 1
Juniperus brevifolia
2 references
stated in
Diterpene constituents of leaves from Juniperus brevifolia
stated in
A new 4′,7-epoxy-8,3′-oxyneolignan from the acetone extract of Juniperus brevifolia leaves
Juniperus formosana
4 references
stated in
6-Oxoferruginol and 6α-Acetoxyferruginol, New Abietane-Type Diterpenes from the Heartwood ofJuniperus formosana
stated in
Dehydroabietane diterpenes from Juniperus formosana hay. var. concolor hay
stated in
New Lignan Detetrahydroconidendrin fromJuniperus FormosanaHayata
stated in
Five new compounds from the heartwood of Juniperus formosana Hayata.
Juniperus polycarpos var. seravschanica
1 reference
stated in
Terpenoids from Juniperus polycarpus var. seravschanica
Libocedrus bidwillii
1 reference
stated in
Lignans and sugiol from Libocedrus bidwillii
Salvia amplexicaulis
2 references
stated in
Cardioactive and antibacterial terpenoids from some Salvia species
stated in
Cardioactive diterpenoids from the roots of Salvia amplexicaulis
Salvia bracteata
1 reference
stated in
Diterpenoids from the roots of Salvia bracteata
Salvia przewalskii
1 reference
stated in
Two new icetexane diterpenoids from Salvia przewalskii
Salvia recognita
1 reference
stated in
Norabietane diterpenoids and other terpenoids from salvia recognita
Hyptis comaroides
1 reference
stated in
In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica.
Peltodon longipes
1 reference
stated in
In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica.
Salvinia molesta
1 reference
stated in
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells
Araucaria angustifolia
1 reference
stated in
Diterpenes from Araucaria angustifolia
Amentotaxus formosana
2 references
stated in
Xanthine oxidase inhibitory terpenoids of Amentotaxus formosana protect cisplatin-induced cell death by reducing reactive oxygen species (ROS) in normal human urothelial and bladder cancer cells.
stated in
A Diterpenoid with a New Skeleton and Cytotoxic Terpenoids Isolated fromAmentotaxus formosana
Calocedrus formosana
2 references
stated in
Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark
stated in
Studies on the Extractive Constituents of the Bark ofLibocedrus FormosanaFlorin. II
Caryopteris incana
1 reference
stated in
Cytotoxic abietane diterpenoids from Caryopteris incana
Cephalotaxus harringtonii var. wilsoniana
1 reference
stated in
A novel cytotoxic C-methylated biflavone, taiwanhomoflavone-B from the twigs of Cephalotaxus wilsoniana
Chamaecyparis formosensis
1 reference
stated in
Terpenes and lignans from leaves of Chamaecyparis formosensis
Cladonia rangiferina
1 reference
stated in
Novel abietane diterpenoids and aromatic compounds from Cladonia rangiferina and their antimicrobial activity against antibiotics resistant bacteria
Cunninghamia lanceolata
1 reference
stated in
Two new bislabdane-type diterpenoids and three new diterpenoids from the roots of Cunninghamia lanceolata
Juniperus chinensis
2 references
stated in
Diterpenes from the bark of Juniperus chinensis
stated in
Terpenes from heartwood of Juniperus chinensis
Juniperus communis
3 references
stated in
The Chemistry of the Natural Order Cupressales. XIII. The Presence of Sugiol in the Wood of Juniperus communis L.
stated in
Inhibitory activity of Juniperus communis on 12(S)-HETE production in human platelets
stated in
Structure Elucidation of Germacrane Alcohols from Juniperus communis subsp. Hemisphaerica
Azadirachta indica
2 references
stated in
Constituents of the trunk bark of Melia azadirachta Linn. and the structure of the ketophenol, nimbiol
stated in
Tricyclic Diterpenoids from the Stem Bark of Azadirachta indica
Plectranthus ecklonii
1 reference
stated in
Two new diterpenoids from Plectranthus species
Prumnopitys ferruginea
2 references
stated in
Chemistry of the Podocarpaceae. XXVIII. Constituents of some Podocarpus and other species
stated in
Diterpenes of Podocarpus ferrugineus bark
Nageia nagi
2 references
stated in
Antioxidative action of diterpenoids from Podocarpus nagi
stated in
Two nor-diterpene dilactones from Podocarpus nagi
Premna serratifolia
1 reference
stated in
Potential anti-inflammatory diterpenes from Premna obtusifolia
Salvia broussonetii
1 reference
stated in
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity
Salvia canariensis
2 references
stated in
Diterpenes from the roots of Salvia canariensis
stated in
A triterpene acid constituent of Salvia lanata
Salvia viridis
1 reference
stated in
Antibacterial diterpenes from the roots of Salvia viridis
Salvia lanata
1 reference
stated in
A triterpene acid constituent of Salvia lanata
Salvia miltiorrhiza
3 references
stated in
Cytotoxic and aromatic constituents from Salvia miltiorrhiza
stated in
Structure elucidation and total synthesis of new tanshinones isolated from Salvia miltiorrhiza Bunge (Danshen)
stated in
Aldose reductase inhibitory constituents of the root of Salvia miltiorhiza Bunge
Salvia napifolia
1 reference
stated in
Abietane diterpenes from Salvia napifolia
Salvia phlomoides
2 references
stated in
Salvifarin and salvifaricin, neo-clerodane diterpenoids from salvia farinacea
stated in
Abietane diterpenoids from the root of Salvia phlomoides
Salvia tomentosa
1 reference
stated in
Rearranged abietane-type diterpenes from Salvia dichroantha
Salvia yunnanensis
1 reference
stated in
Abietane diterpene alkaloids from Salvia yunnanensis
Sequoia sempervirens
1 reference
stated in
Anti-tumor abietane diterpenes from the cones of Sequoia sempervirens
Thuja standishii
1 reference
stated in
Potential antitumor promoting diterpenoids from the stem bark of Thuja standishii
Tripterygium wilfordii
1 reference
stated in
Two new terpenes from Tripterygium wilfordii
Thuja occidentalis
1 reference
stated in
Mono- and Diterpenes from Cell Cultures of Thuja occidentalis
Thujopsis dolabrata
1 reference
stated in
Diterpene production by callus of some plants belonging to cupressaceae.
Chamaecyparis obtusa
2 references
stated in
Diterpene production by callus of some plants belonging to cupressaceae.
stated in
New Dimeric Monoterpenes and Dimeric Diterpenes from the Heartwood of Chamaecyparis obtusa var. formosana.
Chamaecyparis pisifera
1 reference
stated in
Diterpene production by callus of some plants belonging to cupressaceae.
Salvia candelabrum
1 reference
stated in
Diterpenoids from Salvia candelabrum
Premna herbacea
1 reference
stated in
Two Novel Diterpenoids from Pygmaeopremna herbacea
Salvia pachystachya
1 reference
stated in
New Diterpenes from Salvia pachystachys
Clerodendrum cyrtophyllum
1 reference
stated in
Abietane Diterpenes from Clerodendron cyrtophyllum.
Salvia coulteri
1 reference
stated in
Diterpenoids from Salvia coulteri
Salvia aspera
1 reference
stated in
Abietane and icetexane diterpenoids from the roots of Salvia aspera
Juniperus procera
1 reference
stated in
Additional Antibacterial Diterpenes from the Bark of Juniperus procera
meadow clary
1 reference
stated in
Abietane diterpenoids from the roots of Salvia pratensis.
Clerodendrum bungei
1 reference
stated in
Two Novel Diterpenoids from Clerodendrum Bungei.
Aegiphila lhotskiana
1 reference
stated in
1H and13C NMR assignments of abietane diterpenes fromAegiphila lhotzkyana
Austrocedrus chilensis
1 reference
stated in
EXTRACTABLE COMPOUNDS OF NATIVE TREES CHEMICAL AND BIOLOGICAL STUDY I: Bark of Prumnopytis andina (Podocarpaceae) and Austrocedrus chilensis (Cupressaceae)
Lycium chinense
1 reference
stated in
Sugiol and 5α-Stigmastane-3,6-dione from the Chinese Drug "Ti-ku-p'i" (Lycii radicis cortex)
Salvia prionitis
1 reference
stated in
Diterpenoids from Salvia heldrichiana
Salvia aethiopis
1 reference
stated in
A triterpene acid constituent of Salvia lanata
Prumnopitys andina
1 reference
stated in
Podoandin, a molluscicidal sesquiterpene lactone from Podocarpus andina
Morella nagi
1 reference
stated in
Two nor-diterpene dilactones from Podocarpus nagi
Cryptomeria japonica var. sinensis
1 reference
stated in
Abietane diterpenoids from the bark of Cryptomeria fortunei
Aegiphila verticillata
1 reference
stated in
1H and13C NMR assignments of abietane diterpenes fromAegiphila lhotzkyana
Salvia officinalis
1 reference
stated in
Rearranged abietane-type diterpenes from Salvia dichroantha
Podocarpus
1 reference
stated in
Podoandin, a molluscicidal sesquiterpene lactone from Podocarpus andina
Salvia cana
1 reference
stated in
A triterpene acid constituent of Salvia lanata
Identifiers
InChI
InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1
0 references
InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N
2 references
stated in
ChEBI release 2019-11-01
stated in
ChEBI release 2020-09-01
CAS Registry Number
511-05-7
1 reference
stated in
CAS Common Chemistry
retrieved
31 December 2022
reference URL
https://commonchemistry.cas.org/detail?cas_rn=511-05-7
InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N
based on heuristic
InChIKey match
PubChem CID
94162
1 reference
matched by identifier from
InChIKey
InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N
Reaxys registry number
1885931
1 reference
stated in
ChEBI release 2019-11-01
ChEBI ID
138961
mapping relation type
exact match
1 reference
matched by identifier from
International Chemical Identifier
InChI
InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1
SureChEMBL ID
SCHEMBL1086916
2 references
based on heuristic
inferred from InChIKey
matched by identifier from
InChIKey
InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N
UniChem compound ID
616821
1 reference
stated in
UniChem
DSSTox substance ID
DTXSID70965374
1 reference
matched by identifier from
InChIKey
InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N
J-GLOBAL ID
200907011660230906
0 references
Nikkaji ID
J13.998J
0 references
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Wikipedia
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Wikiquote
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