Oleandrigenin 3-O-beta-glucopyranosyl-(1→4)-alpha-rhamnopyranoside - Compound Card

Oleandrigenin 3-O-beta-glucopyranosyl-(1→4)-alpha-rhamnopyranoside

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Oleandrigenin 3-O-beta-glucopyranosyl-(1→4)-alpha-rhamnopyranoside

Family: Plantae - Asclepiadaceae
Kingdom: Plantae
Class: Glycoside
- Subclass: Cardiac Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C37H56O15/c1-16-32(52-34-30(44)28(42)27(41)24(14-38)51-34)29(43)31(45)33(48-16)50-20-7-9-35(3)19(12-20)5-6-22-21(35)8-10-36(4)26(18-11-25(40)47-15-18)23(49-17(2)39)13-37(22,36)46/h11,16,19-24,26-34,38,41-46H,5-10,12-15H2,1-4H3/t16-,19+,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+,31+,32-,33-,34-,35-,36+,37-/m0/s1
InChIKey	HAPQAPVIZTWVQY-CYDZYUISSA-N
Formula	C₃₇H₅₆O₁₅
HBA	15
HBD	7
MW	740.84
Rotatable Bonds	7
TPSA	231.13
LogP	-0.18
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	52
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	740.36
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cryptostegia grandiflora	Asclepiadaceae	Plantae	63468

Showing of synonyms

El-Mawla AMAA (2010). Cardiac glycosides from shoot cultures of Cryptostegia grandiflora. Pharmacognosy Research,2010,2(1),15-18. [View] [PubMed]

Pubchem: 101158495

Zinc: ZINC000255214471

Nmrshiftdb2: 60054092

No compound-protein relationship available.

SMILES: C1OC(=O)C=C1C2CCC(C23)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 740.84 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 740.84 g/mol

SMILES: C1OC(=O)C=C1C2CCC(C23)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 2

Mol. Weight: 740.84 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 740.84 g/mol

SMILES: C1OC(=O)C=C1C2CCC(C23)C4C(CC3)C5C(CC4)CCCC5

Level: 1

Mol. Weight: 740.84 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 740.84 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 740.84 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 740.84 g/mol

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 740.84 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.6
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 0.500
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 833.73

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.740
Plasma Protein Binding: 82.18
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: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 0.360
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 166703.420
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.860
Log(P): -0.4
Log S: -2.26
Log(Vapor Pressure): -5400.54
Melting Point: 231.03
pKa Acid: -7.47
pKa Basic: 6.23

No predicted protein targets found for this compound.