(20S,23R)-12-beta,26-epoxy-5-alpha,6-beta,17-beta-trihydroxy-26-oxo-12r,23-cycloergosta-2,24-dien-1,22-dione

ID: ALA500648

Chembl Id: CHEMBL500648

PubChem CID: 44583789

Max Phase: Preclinical

Molecular Formula: C28H36O7

Molecular Weight: 484.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Jaborosalactone 31 | Jaborosalactone 31|CHEMBL500648

Canonical SMILES:  CC1=C(C)[C@H]2C(=O)[C@@H](C)[C@]3(O)CC[C@H]4[C@@H]5C[C@@H](O)[C@@]6(O)CC=CC(=O)[C@]6(C)[C@H]5C[C@@]2(OC1=O)[C@@]43C

Standard InChI:  InChI=1S/C28H36O7/c1-13-14(2)23(32)35-28-12-18-16(11-20(30)27(34)9-6-7-19(29)24(18,27)4)17-8-10-26(33,25(17,28)5)15(3)22(31)21(13)28/h6-7,15-18,20-21,30,33-34H,8-12H2,1-5H3/t15-,16+,17+,18+,20-,21+,24+,25+,26-,27+,28+/m1/s1

Standard InChI Key:  YMNXFTUYIKXAPW-UGAJVUOVSA-N

Alternative Forms

1. Parent:

   

   ALA500648

   JABOROSALACTONE 31

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: 484.59

Molecular Weight (Monoisotopic): 484.2461

AlogP: 2.27

#Rotatable Bonds: 0

Polar Surface Area: 121.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.02

CX Basic pKa:

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 0

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: 3.23

References

1. Nicotra VE, Ramacciotti NS, Gil RR, Oberti JC, Feresin GE, Guerrero CA, Baggio RF, Garland MT, Burton G..  (2006)  Phytotoxic withanolides from Jaborosa rotacea.,  69  (5): [PMID:16724841] [10.1021/np0600090]

Source

Source(1):

• Scientific Literature