(24S, 25R)-3beta-hydroxy-spirost-5-ene-1-O-beta-{alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside}-24-O-beta-D-glucopyranoside - Compound Card

(24S, 25R)-3beta-hydroxy-spirost-5-ene-1-O-beta-{alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside}-24-O-beta-D-glucopyranoside

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(24S, 25R)-3beta-hydroxy-spirost-5-ene-1-O-beta-{alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside}-24-O-beta-D-glucopyranoside

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

Canonical Smiles	OC[C@@H]1O[C@H](O[C@@H]2C[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]2[C@@H](C)O[C@@H]([C@H]([C@H]2O)O)O[C@H]2[C@H](O)O[C@@H]([C@@H]([C@@H]2O)O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C45H72O18/c1-17-16-56-45(14-27(17)59-42-36(53)33(50)32(49)28(15-46)60-42)18(2)30-26(63-45)13-25-23-8-7-21-11-22(47)12-29(44(21,6)24(23)9-10-43(25,30)5)61-38-20(4)58-41(37(54)35(38)52)62-39-34(51)31(48)19(3)57-40(39)55/h7,17-20,22-42,46-55H,8-16H2,1-6H3/t17-,18+,19-,20-,22-,23?,24?,25?,26+,27-,28+,29-,30?,31+,32+,33-,34+,35-,36+,37+,38-,39-,40-,41-,42+,43+,44+,45-/m1/s1
InChIKey	JANSXIMMMSYUEI-BWWZETPVSA-N
Formula	C₄₅H₇₂O₁₈
HBA	18
HBD	10
MW	901.05
Rotatable Bonds	7
TPSA	276.14
LogP	-0.82
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	900.47
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)CCCC7OC8CCC(OC8)OC9CCCOC9

Level: 3

Mol. Weight: 901.05 g/mol

SMILES: O1CCCCC1OC(CCO2)CC23CC4C5C(CC4O3)C6C(CC5)C7C(=CC6)CCCC7OC8CCCOC8

Level: 2

Mol. Weight: 901.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCC(OC7)OC8CCCOC8

Level: 2

Mol. Weight: 901.05 g/mol

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

Level: 1

Mol. Weight: 901.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCCOC7

Level: 1

Mol. Weight: 901.05 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 901.05 g/mol

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

Level: 0

Mol. Weight: 901.05 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 901.05 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.4
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1574.170
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 206526.26

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.780
Plasma Protein Binding: 82.85
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: 1.040
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 42155100.010
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -6.350
Log(P): 1.06
Log S: -3.05
Log(Vapor Pressure): -1387970.43
Melting Point: 267.87
pKa Acid: -10026.41
pKa Basic: -56.69

No predicted protein targets found for this compound.