1alpha,6beta,9beta-Trihydroxy-5,10-bis-epi-eudesm-3-ene-6-O-beta-D-glucopyranoside

ID: ALA4549381

PubChem CID: 155550665

Max Phase: Preclinical

Molecular Formula: C21H36O8

Molecular Weight: 416.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC[C@H](O)[C@@]2(C)[C@@H](O)C[C@@H](C(C)C)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12

Standard InChI:  InChI=1S/C21H36O8/c1-9(2)11-7-14(24)21(4)13(23)6-5-10(3)15(21)19(11)29-20-18(27)17(26)16(25)12(8-22)28-20/h5,9,11-20,22-27H,6-8H2,1-4H3/t11-,12+,13-,14-,15-,16+,17-,18+,19+,20-,21-/m0/s1

Standard InChI Key:  HUQZKJPWNKJYME-WSRXGMRJSA-N

Molfile:  

 
     RDKit          2D

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  5 31  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4549381

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.51

Molecular Weight (Monoisotopic): 416.2410

AlogP: -0.46

#Rotatable Bonds: 4

Polar Surface Area: 139.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: -0.60

CX LogD: -0.60

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: 2.75

References

1. An JP, Ha TKQ, Kim HW, Ryu B, Kim J, Park J, Lee CH, Oh WK..  (2019)  Eudesmane Glycosides from Ambrosia artemisiifolia (Common Ragweed) as Potential Neuroprotective Agents.,  82  (5): [PMID:31009220] [10.1021/acs.jnatprod.8b00841]

Source

Source(1):

• Scientific Literature