(1'S,2S,2'S,4S,4'S,7'R,8'R,9'S,11'S,12'S,13'S,15'R,16'S,18'S)-7',11',16'-trihydroxy-4,5,5,7',9',13'-hexamethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-15'-yl acetate

ID: ALA508041

Chembl Id: CHEMBL508041

Cas Number: 66536-82-1

PubChem CID: 128330

Max Phase: Preclinical

Molecular Formula: C30H48O7

Molecular Weight: 520.71

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Epihippurin 1 | 22-epi-Hippurin-1|Epihippurin 1|66536-82-1|Hippurin|(22S)-1alpha-acetoxy-5alpha-furospirostan-3alpha,11beta,20R-triol|CHEMBL508041|DTXSID00985146|CHEBI:185496|BDBM50482556|LMST01090004|24-Methyl-22,25-epoxy-5alpha-furostan-2,3,11,20-tetrol 2-monoacetate|3,11,20-Trihydroxy-24-methyl-22,25-epoxyfurostan-2-yl acetate|[(1S,2S,3'S,4S,6S,7R,8R,9S,11S,12S,13S,15R,16S,18S)-7,11,16-trihydroxy-2',2',3',7,9,13-hexamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,5'-oxolane]-15-Show More⌵

Canonical SMILES:  CC(=O)O[C@@H]1C[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]3C[C@@H]3O[C@]4(C[C@H](C)C(C)(C)O4)[C@](C)(O)[C@@H]32)C[C@@H]1O

Standard InChI:  InChI=1S/C30H48O7/c1-15-12-30(37-26(15,3)4)29(7,34)25-22(36-30)11-19-18-9-8-17-10-20(32)23(35-16(2)31)14-27(17,5)24(18)21(33)13-28(19,25)6/h15,17-25,32-34H,8-14H2,1-7H3/t15-,17-,18-,19-,20-,21-,22-,23+,24+,25-,27-,28-,29+,30-/m0/s1

Standard InChI Key:  HRJBSUKSBJIMML-JQXFSTGHSA-N

Alternative Forms

1. Parent:

   

   ALA508041

   EPIHIPPURIN 1

Molecule Features

Natural Product: Yes

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: 520.71

Molecular Weight (Monoisotopic): 520.3400

AlogP: 3.81

#Rotatable Bonds: 1

Polar Surface Area: 105.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.83

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.45

Np Likeness Score: 3.15

References

1. Chao CH, Huang LF, Yang YL, Su JH, Wang GH, Chiang MY, Wu YC, Dai CF, Sheu JH..  (2005)  Polyoxygenated steroids from the gorgonian Isis hippuris.,  68  (6): [PMID:15974612] [10.1021/np050033y]

2. Bordeleau ME, Mori A, Oberer M, Lindqvist L, Chard LS, Higa T, Belsham GJ, Wagner G, Tanaka J, Pelletier J..  (2006)  Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.,  2  (4): [PMID:16532013] [10.1038/nchembio776]

Source

Source(1):

• Scientific Literature