Maniladiol 3-O-[alpha-L-arabinopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranoside

ID: ALA475194

PubChem CID: 21575020

Max Phase: Preclinical

Molecular Formula: C47H78O16

Molecular Weight: 899.12

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nephelioside VI | Nephelioside VI|CHEMBL475194

Canonical SMILES:  CC1(C)CC[C@]2(C)[C@@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7OC[C@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C47H78O16/c1-42(2)15-16-44(5)23(17-42)22-9-10-28-45(6)13-12-30(43(3,4)27(45)11-14-46(28,7)47(22,8)18-29(44)51)61-41-38(63-40-36(57)34(55)32(53)25(19-48)59-40)37(33(54)26(20-49)60-41)62-39-35(56)31(52)24(50)21-58-39/h9,23-41,48-57H,10-21H2,1-8H3/t23-,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,34-,35+,36+,37-,38+,39-,40-,41-,44-,45-,46+,47+/m0/s1

Standard InChI Key:  DCXLHBGAGGUFMT-IVMZQGOASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA475194

   NEPHELIOSIDE VI

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: 899.12

Molecular Weight (Monoisotopic): 898.5290

AlogP: 1.25

#Rotatable Bonds: 8

Polar Surface Area: 257.68

Molecular Species: NEUTRAL

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.90

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: ┄

Heavy Atoms: 63

QED Weighted: 0.12

Np Likeness Score: 2.50

References

1. Ito A, Chai HB, Kardono LB, Setowati FM, Afriastini JJ, Riswan S, Farnsworth NR, Cordell GA, Pezzuto JM, Swanson SM, Kinghorn AD..  (2004)  Saponins from the bark of Nephelium maingayi.,  67  (2): [PMID:14987059] [10.1021/np030389e]

Source

Source(1):

• Scientific Literature