3alpha-hydroxyenhydrin

ID: ALA3581243

Chembl Id: CHEMBL3581243

PubChem CID: 122178697

Max Phase: Preclinical

Molecular Formula: C23H28O11

Molecular Weight: 480.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1[C@H](OC(=O)[C@@]1(C)O[C@H]1C)[C@H](OC(C)=O)/C(C(=O)OC)=C\C[C@@H](O)[C@]1(C)O[C@H]21

Standard InChI:  InChI=1S/C23H28O11/c1-9-14-16(32-21(28)22(4)10(2)33-22)15(30-11(3)24)12(20(27)29-6)7-8-13(25)23(5)18(34-23)17(14)31-19(9)26/h7,10,13-18,25H,1,8H2,2-6H3/b12-7+/t10-,13+,14+,15+,16-,17-,18+,22-,23-/m0/s1

Standard InChI Key:  YFYQARQWPIHMMR-JZPVNTMDSA-N

Alternative Forms

1. Parent:

   

   ALA3581243

   ---

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: 480.47

Molecular Weight (Monoisotopic): 480.1632

AlogP: 0.13

#Rotatable Bonds: 4

Polar Surface Area: 150.49

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.85

CX Basic pKa: ┄

CX LogP: 0.90

CX LogD: 0.90

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 3.09

References

1. Robles AJ, Peng J, Hartley RM, Lee B, Mooberry SL..  (2015)  Melampodium leucanthum, a source of cytotoxic sesquiterpenes with antimitotic activities.,  78  (3): [PMID:25685941] [10.1021/np500768s]

Source

Source(1):

• Scientific Literature