16-Hydroxy verrucarin A

ID: ALA1080066

Chembl Id: CHEMBL1080066

PubChem CID: 23902351

Max Phase: Preclinical

Molecular Formula: C27H34O10

Molecular Weight: 518.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CCOC(=O)/C=C/C=C\C(=O)O[C@@H]2C[C@H]3O[C@@H]4C=C(CO)CC[C@]4(COC(=O)[C@H]1O)[C@]2(C)[C@]31CO1

Standard InChI:  InChI=1S/C27H34O10/c1-16-8-10-33-21(29)5-3-4-6-22(30)37-18-12-20-27(15-35-27)25(18,2)26(14-34-24(32)23(16)31)9-7-17(13-28)11-19(26)36-20/h3-6,11,16,18-20,23,28,31H,7-10,12-15H2,1-2H3/b5-3+,6-4-/t16-,18-,19-,20-,23+,25-,26-,27+/m1/s1

Standard InChI Key:  CHWMTSYJQGXKSR-OTWKOPSSSA-N

Alternative Forms

1. Parent:

   

   ALA1080066

   16-HYDROXY VERRUCARIN A

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: 518.56

Molecular Weight (Monoisotopic): 518.2152

AlogP: 1.14

#Rotatable Bonds: 1

Polar Surface Area: 141.12

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 3.05

References

1. Steinmetz WE, Rodarte CB, Lin A..  (2009)  3D QSAR study of the toxicity of trichothecene mycotoxins.,  44  (11): [PMID:19586689] [10.1016/j.ejmech.2009.06.012]

2. Shen L, Ai CZ, Song YC, Wang FW, Jiao RH, Zhang AH, Man HZ, Tan RX..  (2019)  Cytotoxic Trichothecene Macrolides Produced by the Endophytic Myrothecium roridum.,  82  (6): [PMID:31117520] [10.1021/acs.jnatprod.8b01034]

Source

Source(1):

• Scientific Literature