(23S,24S)-21-acetoxy-24-[(O-beta-D-glucopyranosyl)oxy]-3beta,23-dihydroxyspirosta-5,25(27)-dien-1beta-yl O-beta-D-apiofuranosyl-(1->3)-O-(4-O-acetyl-alpha-L-rhamnopyranosyl)-(1->2)-O-[beta-D-xylopyranosyl-(1->3)]-alpha-L-arabinopyranoside

ID: ALA508176

PubChem CID: 11083742

Max Phase: Preclinical

Molecular Formula: C58H88O30

Molecular Weight: 1265.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CO[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@@H](O)C[C@@H](O[C@@H]7OC[C@H](O)[C@H](O[C@@H]8OC[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]7O[C@@H](C)[C@H](OC(C)=O)[C@@H](O[C@@H]8OC[C@](O)(CO)[C@H]8O)[C@H]7O)[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2COC(C)=O)[C@@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C58H88O30/c1-21-15-79-58(48(72)43(21)84-51-41(70)39(68)38(67)34(14-59)82-51)30(16-75-23(3)61)36-33(88-58)13-29-27-8-7-25-11-26(63)12-35(56(25,6)28(27)9-10-55(29,36)5)83-53-47(45(32(65)18-77-53)85-50-40(69)37(66)31(64)17-76-50)87-52-42(71)46(44(22(2)80-52)81-24(4)62)86-54-49(73)57(74,19-60)20-78-54/h7,22,26-54,59-60,63-74H,1,8-20H2,2-6H3/t22-,26+,27+,28-,29-,30-,31+,32-,33-,34+,35+,36-,37-,38+,39-,40+,41+,42+,43-,44-,45-,46-,47+,48-,49-,50-,51-,52-,53-,54-,55-,56-,57+,58-/m0/s1

Standard InChI Key:  CNMUHJHUNBTJQI-XAGPKQJOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA508176

   [(1S,2S,3'S,4S,4'S,6S,7R,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-5-acetyloxy-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-y

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: 1265.31

Molecular Weight (Monoisotopic): 1264.5360

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Watanabe K, Mimaki Y, Sakagami H, Sashida Y..  (2003)  Bufadienolide and spirostanol glycosides from the rhizomes of helleborusorientalis.,  66  (2): [PMID:12608856] [10.1021/np0203638]

Source

Source(1):

• Scientific Literature