3-epi-29-hydroxystelliferin E

ID: ALA473452

Chembl Id: CHEMBL473452

PubChem CID: 10768096

Max Phase: Preclinical

Molecular Formula: C32H48O5

Molecular Weight: 512.73

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E/Z)-Stelliferin G | Stelliferin G|(E/Z)-Stelliferin G|CHEMBL473452|[(5S,6E,8E,10Z)-10-[(3As,5aR,6S,7R,9aR,9bS)-7-hydroxy-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-3-ylidene]-2,6-dimethylundeca-2,6,8-trien-5-yl] acetate

Canonical SMILES:  CC(=O)O[C@@H](CC=C(C)C)/C(C)=C/C=C/C(C)=C1\C(=O)C[C@H]2[C@@]3(C)CC[C@@H](O)[C@](C)(CO)[C@@H]3CC[C@]12C

Standard InChI:  InChI=1S/C32H48O5/c1-20(2)12-13-25(37-23(5)34)21(3)10-9-11-22(4)29-24(35)18-27-30(6)17-15-28(36)32(8,19-33)26(30)14-16-31(27,29)7/h9-12,25-28,33,36H,13-19H2,1-8H3/b11-9+,21-10+,29-22+/t25-,26+,27-,28+,30-,31-,32+/m0/s1

Standard InChI Key:  LRKJRNYRZIABOX-SVOIAGRFSA-N

Alternative Forms

1. Parent:

   

   ALA473452

   Stelliferin G

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 512.73

Molecular Weight (Monoisotopic): 512.3502

AlogP: 6.26

#Rotatable Bonds: 7

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.18

Np Likeness Score: 3.14

References

1. Oku N, Matsunaga S, Wada Si, Watabe S, Fusetani N..  (2000)  New isomalabaricane triterpenes from the marine sponge Stelletta globostellata that induce morphological changes in rat fibroblasts.,  63  (2): [PMID:10691710] [10.1021/np990333d]

2. Meragelman KM, McKee TC, Boyd MR..  (2001)  New cytotoxic isomalabaricane triterpenes from the sponge Jaspis species.,  64  (3): [PMID:11277766] [10.1021/np000478g]

Source

Source(1):

• Scientific Literature