(25S)-ruscogenin-3-O-alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranoside - Compound Card

(25S)-ruscogenin-3-O-alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranoside

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(25S)-ruscogenin-3-O-alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranoside

Family: Plantae - Dracaenaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Steroidal Saponin

Canonical Smiles	OCC1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(C(=CCC4C3CC[C@]3(C4CC4C3[C@H](C)[C@]3(O4)CC[C@@H](CO3)C)C)C2)C)C([C@H]([C@@H]1O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)O)O
InChI	InChI=1S/C39H62O13/c1-17-8-11-39(47-16-17)18(2)28-25(52-39)14-24-22-7-6-20-12-21(13-27(41)38(20,5)23(22)9-10-37(24,28)4)49-36-33(46)31(44)34(26(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h6,17-19,21-36,40-46H,7-16H2,1-5H3/t17-,18-,19?,21+,22?,23?,24?,25?,26?,27+,28?,29-,30-,31+,32?,33?,34+,35-,36+,37-,38-,39+/m0/s1
InChIKey	KABOFNYVNOBGPW-DZLUFHITSA-N
Formula	C₃₉H₆₂O₁₃
HBA	13
HBD	7
MW	738.91
Rotatable Bonds	5
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	Sansevieria cylindrica	Dracaenaceae	Plantae	13668

Showing of synonyms

Raslan M, Melek F, et al. (2017). New cytotoxic dihydrochalcone and steroidal saponins from the aerial parts of Sansevieria cylindrica Bojer ex Hook.. Phytochemistry Letters, 2017, 22, 39-43. [View]

No compound-protein relationship available.

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 738.91 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7

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

Cytotoxic

Absorption

Caco-2 (logPapp): -6.41
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3.45
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1207.78

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.89
Plasma Protein Binding: 82.99
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: 0.5
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 244026.38
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 3.69
Log(P): 3.09
Log S: -2.95
Log(Vapor Pressure): -7927.08
Melting Point: 222.59
pKa Acid: -21.51
pKa Basic: 6.06

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7425