Azadirachtin H

ID: ALA2272994

Chembl Id: CHEMBL2272994

PubChem CID: 76327056

Max Phase: Preclinical

Molecular Formula: C33H42O14

Molecular Weight: 662.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@H]1C[C@@H](OC(C)=O)[C@@]2(C(=O)OC)CO[C@H]3[C@@H](O)[C@@](C)([C@]45O[C@@]4(C)[C@H]4C[C@@H]5O[C@@H]5OC=C[C@@]54O)[C@@H]4[C@H](O)OC[C@@]14[C@@H]32

Standard InChI:  InChI=1S/C33H42O14/c1-7-14(2)24(36)45-17-11-18(44-15(3)34)31(26(38)40-6)13-42-20-21(31)30(17)12-43-25(37)22(30)28(4,23(20)35)33-19-10-16(29(33,5)47-33)32(39)8-9-41-27(32)46-19/h7-9,16-23,25,27,35,37,39H,10-13H2,1-6H3/b14-7+/t16-,17+,18-,19+,20-,21-,22+,23-,25-,27+,28+,29+,30+,31+,32+,33+/m1/s1

Standard InChI Key:  ILMJTWSQVCYIKY-FAYCBZKRSA-N

Alternative Forms

1. Parent:

   

   ALA2272994

   AZADIRACHTIN H

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: 662.69

Molecular Weight (Monoisotopic): 662.2575

AlogP: 0.25

#Rotatable Bonds: 5

Polar Surface Area: 189.04

Molecular Species: NEUTRAL

HBA: 14

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.90

CX Basic pKa:

CX LogP: -0.29

CX LogD: -0.29

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: 3.78

References

1. Sharma V, Walia S, Kumar J, Nair MG, Parmar BS..  (2003)  An efficient method for the purification and characterization of nematicidal azadirachtins A, B, and H, using MPLC and ESIMS.,  51  (14): [PMID:12822931] [10.1021/jf0342167]

2. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

Source

Source(1):

• Scientific Literature