(+)-9'-isovaleroxylariciresinol

ID: ALA1098920

Chembl Id: CHEMBL1098920

PubChem CID: 46211187

Max Phase: Preclinical

Molecular Formula: C25H32O7

Molecular Weight: 444.52

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-9'-Isovaleroxylariciresinol | (+)-9'-isovaleroxylariciresinol|CHEMBL1098920|BDBM50490816|(+)-9''''-Isovaleroxylariciresinol|(+)-9''-ISOVALEROXYLARICIRESINOL

Canonical SMILES:  COc1cc(C[C@H]2CO[C@H](c3ccc(O)c(OC)c3)[C@H]2COC(=O)CC(C)C)ccc1O

Standard InChI:  InChI=1S/C25H32O7/c1-15(2)9-24(28)31-14-19-18(10-16-5-7-20(26)22(11-16)29-3)13-32-25(19)17-6-8-21(27)23(12-17)30-4/h5-8,11-12,15,18-19,25-27H,9-10,13-14H2,1-4H3/t18-,19-,25+/m0/s1

Standard InChI Key:  VOGRFGIBINTSKJ-XHNVNVPESA-N

Alternative Forms

1. Parent:

   

   ALA1098920

   (+)-9'-ISOVALEROXYLARICIRESINOL

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: 444.52

Molecular Weight (Monoisotopic): 444.2148

AlogP: 4.25

#Rotatable Bonds: 9

Polar Surface Area: 94.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: 1.27

References

1. Lin S, Chen T, Liu XH, Shen YH, Li HL, Shan L, Liu RH, Xu XK, Zhang WD, Wang H..  (2010)  Iridoids and lignans from Valeriana jatamansi.,  73  (4): [PMID:20151678] [10.1021/np900795c]

2. Li J, Mahdi F, Du L, Jekabsons MB, Zhou YD, Nagle DG..  (2013)  Semisynthetic studies identify mitochondria poisons from botanical dietary supplements--geranyloxycoumarins from Aegle marmelos.,  21  (7): [PMID:23434131] [10.1016/j.bmc.2013.01.048]

Source

Source(1):

• Scientific Literature