(25S)-3beta-hydroxy-spirost-5-ene-1-O-alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside - Compound Card

(25S)-3beta-hydroxy-spirost-5-ene-1-O-alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside

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(25S)-3beta-hydroxy-spirost-5-ene-1-O-alpha-L-rhamnopyranosyl-(1→2)-beta-D-fucopyranoside

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](O)O[C@@H]([C@@H]([C@@H]2O)O)C)[C@]2(C(=CCC3C2CC[C@]2(C3C[C@H]3C2[C@H](C)[C@@]2(O3)OC[C@@H](C(C2)O)C)C)C1)C
InChI	InChI=1S/C39H62O13/c1-16-15-47-39(14-25(16)41)17(2)28-26(52-39)13-24-22-8-7-20-11-21(40)12-27(38(20,6)23(22)9-10-37(24,28)5)50-33-19(4)49-36(32(45)31(33)44)51-34-30(43)29(42)18(3)48-35(34)46/h7,16-19,21-36,40-46H,8-15H2,1-6H3/t16-,17-,18+,19+,21+,22?,23?,24?,25?,26-,27+,28?,29-,30-,31+,32-,33+,34+,35+,36+,37-,38-,39+/m0/s1
InChIKey	CUVXEOHLLULBKO-KTAKHJRISA-N
Formula	C₃₉H₆₂O₁₃
HBA	13
HBD	7
MW	738.91
Rotatable Bonds	4
TPSA	196.99
LogP	1.36
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	52
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	738.42
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: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCC(OC7)OC8CCCOC8

Level: 2

Mol. Weight: 738.91 g/mol

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

Level: 1

Mol. Weight: 738.91 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 738.91 g/mol

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

Level: 0

Mol. Weight: 738.91 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 738.91 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.99
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 2.04
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1002.29

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.72
Plasma Protein Binding: 85.59
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: 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: 1.35
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 202340.69
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 3.67
Log(P): 2.71
Log S: -3.72
Log(Vapor Pressure): -6538.59
Melting Point: 240.9
pKa Acid: -11.82
pKa Basic: 4.52

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.8059