(23S,24S)-spirost-5,25(27)-diene-1beta,3beta,23,24-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→2)-{beta-D-xylopyranosyl-(1→3)}-alpha-L-arabinopyranoside - Compound Card

(23S,24S)-spirost-5,25(27)-diene-1beta,3beta,23,24-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→2)-{beta-D-xylopyranosyl-(1→3)}-alpha-L-arabinopyranoside

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(23S,24S)-spirost-5,25(27)-diene-1beta,3beta,23,24-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→2)-{beta-D-xylopyranosyl-(1→3)}-alpha-L-arabinopyranoside

Family: Plantae - Ruscaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Steroidal Saponin

Canonical Smiles	O[C@H]1C[C@@H](O[C@@H]2[C@@H](C)O[C@@H]([C@H]([C@H]2O)O)O[C@@H]2[C@H](OC[C@@H]([C@H]2O)O)O[C@@H]2[C@H](O)CO[C@@H]([C@H]2O)O)[C@]2(C(=CCC3C2CC[C@]2(C3C[C@H]3C2[C@H](C)[C@@]2(O3)OCC(=C)[C@@H]([C@H]2O)O)C)C1)C
InChI	InChI=1S/C43H66O18/c1-16-13-56-43(37(52)29(16)47)17(2)28-26(61-43)12-23-21-7-6-19-10-20(44)11-27(42(19,5)22(21)8-9-41(23,28)4)58-34-18(3)57-39(32(50)31(34)49)60-36-30(48)24(45)14-55-40(36)59-35-25(46)15-54-38(53)33(35)51/h6,17-18,20-40,44-53H,1,7-15H2,2-5H3/t17-,18+,20+,21?,22?,23?,24-,25+,26-,27+,28?,29-,30+,31+,32-,33-,34+,35+,36-,37+,38-,39+,40+,41-,42-,43-/m0/s1
InChIKey	YYCLOFHDCWITLY-GASLPUGBSA-N
Formula	C₄₃H₆₆O₁₈
HBA	18
HBD	10
MW	870.98
Rotatable Bonds	6
TPSA	276.14
LogP	-1.68
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	61
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	870.42
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Beaucarnea recurvata	Ruscaceae	Plantae	39519

Showing of synonyms

Eskander J, Lavaud C, et al. (2011). Steroidal saponins from the leaves of Beaucarnea recurvata. Phytochemistry, 2011, 72(9), 946-51. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCC(OC7)OC8C(OCCC8)OC9CCOCC9

Level: 3

Mol. Weight: 870.98 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCC(OC7)OC8CCCOC8

Level: 2

Mol. Weight: 870.98 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 870.98 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCCOC7

Level: 1

Mol. Weight: 870.98 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 870.98 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 870.98 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 870.98 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 870.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.41
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 664.41
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 87624.6

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.78
Plasma Protein Binding: 76.62
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.51
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 17883593.87
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 2.28
Log(P): 0.34
Log S: -2.71
Log(Vapor Pressure): -588726.61
Melting Point: 251.11
pKa Acid: -4210.05
pKa Basic: -1.59

No predicted protein targets found for this compound.