(Q27134265)

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

(1R,4R,5S,9S,10S,13S,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

7 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

(1S,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

1 reference

1 reference

(1S,4S,5S,9S,10R,13R,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

1 reference

based on heuristic

inferred from InChI

(1R,4S,5S,9R,10R,13S,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₀H₃₂O₄

1 reference

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

canonical SMILES

CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)O

1 reference

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

isomeric SMILES

C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@@](C4)(CO)O)(C)C(=O)O

1 reference

Bioactive kaurane diterpenoids from Annona glabra.

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

3 references

New ent-kauranes from the fruits of Annona glabra and their inhibitory nitric oxide production in LPS-stimulated RAW264.7 macrophages

Chemical Constituents fromAnnona Glabra

Annona squamosa

3 references

New ent-kaurane diterpenoids with anti-platelet aggregation activity from Annona squamosa.

Identification of ent-16 beta, 17-dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa.

New ent-kaurane diterpenoids with anti-platelet aggregation activity from Annona squamosa.

Annona reticulata

1 reference

Chemistry in the Annonaceae, XXIV. Kaurane and Kaur-16-ene Diterpenes from the Stem Bark of Annona reticulata

Annona cherimola

1 reference

Four new ent-kaurane diterpenoids from the fruits of Annona cherimola

Helianthus petiolaris

1 reference

Ent-pimaranes, ent-kauranes, Heliangolides and other Constituents of three Helianthus species

Neocussonia bojeri

1 reference

A new ent-kaurane diterpenoid glycoside from the leaves of Cussonia bojeri, a Malagasy endemic plant

Identifiers

InChI

InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,19+,20-/m1/s1

1 reference

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

MRBLTWPEPGRXQN-WMUQSPHGSA-N

7 October 2016

InChIKey

2 references

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

ChEBI release 2020-09-01

1 reference

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

1 reference

(5beta,8alpha,9beta,10alpha,13alpha)-16,17-Dihydroxykauran-18-oic acid (English)

7 October 2016

2 references

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

matched by identifier from

7 October 2016

InChIKey

MRBLTWPEPGRXQN-WMUQSPHGSA-N

Reaxys registry number

5382270

1 reference

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

7 October 2016

ChEBI ID

65778

mapping relation type

2 references

16beta,17-dihydroxy-ent-kaurane-19-oic acid (English)

matched by identifier from

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,19+,20-/m1/s1

1 reference