24-O-beta-D-glucopyranosyl (25R)-spirost-5-ene-1beta,3beta,24-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside - Compound Card

24-O-beta-D-glucopyranosyl (25R)-spirost-5-ene-1beta,3beta,24-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside

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24-O-beta-D-glucopyranosyl (25R)-spirost-5-ene-1beta,3beta,24-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside

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

Canonical Smiles	OC[C@@H]1O[C@H](OC2C[C@@]3(OC[C@H]2C)O[C@@H]2C([C@@H]3C)[C@@]3(C(C2)C2CC=C4[C@](C2CC3)(C)[C@@H](C[C@@H](C4)O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)OC(=O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C47H74O19/c1-18-17-58-47(15-29(18)62-43-38(56)36(54)34(52)30(16-48)63-43)19(2)32-28(66-47)14-27-25-9-8-23-12-24(50)13-31(46(23,7)26(25)10-11-45(27,32)6)64-44-41(39(57)40(21(4)60-44)61-22(5)49)65-42-37(55)35(53)33(51)20(3)59-42/h8,18-21,24-44,48,50-57H,9-17H2,1-7H3/t18-,19+,20+,21-,24-,25?,26?,27?,28+,29?,30+,31-,32?,33+,34+,35-,36-,37-,38+,39+,40+,41-,42+,43+,44+,45+,46+,47-/m1/s1
InChIKey	MQVYZINWBCXAOE-PGOHDYEHSA-N
Formula	C₄₇H₇₄O₁₉
HBA	19
HBD	9
MW	943.09
Rotatable Bonds	8
TPSA	282.21
LogP	-0.25
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	66
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	942.48
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: O1CCCCC1OC(CCO2)CC23CC4C5C(CC4O3)C6C(CC5)C7C(=CC6)CCCC7OC(OCCC8)C8OC9CCCCO9

Level: 3

Mol. Weight: 943.09 g/mol

SMILES: O1CCCCC1OC(CCO2)CC23CC4C5C(CC4O3)C6C(CC5)C7C(=CC6)CCCC7OC8CCCCO8

Level: 2

Mol. Weight: 943.09 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 943.09 g/mol

SMILES: O1CCCCC1OC(CCO2)CC23CC4C5C(CC4O3)C6C(CC5)C7C(=CC6)CCCC7

Level: 1

Mol. Weight: 943.09 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCCCO7

Level: 1

Mol. Weight: 943.09 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 943.09 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 943.09 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 943.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.26
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 5889.990
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 770537.62

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.690
Plasma Protein Binding: 83.39
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: Inhibitor

Excretion

Clearance: 1.700
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 157287589.290
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -70.660
Log(P): 1.56
Log S: -3.42
Log(Vapor Pressure): -5179236.18
Melting Point: 270.68
pKa Acid: -37650.53
pKa Basic: -281.02

No predicted protein targets found for this compound.