dihydrodehydroconiferylalcohol4-O-beta-D-glucopyranoside

ID: ALA460029

Chembl Id: CHEMBL460029

Cas Number: 17609-06-2

PubChem CID: 14427336

Max Phase: Preclinical

Molecular Formula: C16H24O8

Molecular Weight: 344.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCCO)ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H24O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h4-5,7,12-21H,2-3,6,8H2,1H3/t12-,13-,14+,15-,16-/m1/s1

Standard InChI Key:  QFYFLJZBZITPGX-IBEHDNSVSA-N

Alternative Forms

1. Parent:

   

   ALA460029

   DIHYDROCONIFERIN

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: 344.36

Molecular Weight (Monoisotopic): 344.1471

AlogP: -1.20

#Rotatable Bonds: 7

Polar Surface Area: 128.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: -0.79

CX LogD: -0.79

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.42

Np Likeness Score: 1.66

References

1. Calis I, Heilmann J, Tasdemir D, Linden A, Ireland CM, Sticher O..  (2001)  Flavonoid, iridoid, and lignan glycosides from Putoria calabrica.,  64  (7): [PMID:11473436] [10.1021/np000614h]

2. Chen WQ, Song ZJ, Xu HH..  (2012)  A new antifungal and cytotoxic C-methylated flavone glycoside from Picea neoveitchii.,  22  (18): [PMID:22901896] [10.1016/j.bmcl.2012.07.089]

Source

Source(1):

• Scientific Literature