(23S,24S)-21-acetoxy-3beta,23,24-trihydroxyspirosta-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: ALA525058

PubChem CID: 11126015

Max Phase: Preclinical

Molecular Formula: C52H78O25

Molecular Weight: 1103.17

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

Standard InChI:  InChI=1S/C52H78O25/c1-20-14-70-52(43(63)35(20)59)29(15-66-22(3)54)34-32(77-52)13-28-26-8-7-24-11-25(56)12-33(50(24,6)27(26)9-10-49(28,34)5)73-47-42(40(31(58)17-68-47)74-45-37(61)36(60)30(57)16-67-45)76-46-38(62)41(39(21(2)71-46)72-23(4)55)75-48-44(64)51(65,18-53)19-69-48/h7,21,25-48,53,56-65H,1,8-19H2,2-6H3/t21-,25+,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-/m0/s1

Standard InChI Key:  CBIQGHYKUKDTIF-DBOWSLRKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA525058

   [(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: 1103.17

Molecular Weight (Monoisotopic): 1102.4832

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