Stavaroside C - Compound Card

Stavaroside C

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Stavaroside C

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Pregnane Glycoside

Canonical Smiles	COC1CC(C)(O[C@H]2CC[C@]3(C(=CC[C@@]4(C3[C@H](OC(=O)C)[C@@H](OC(=O)c3ccccc3)[C@]3([C@]4(O)CC[C@H]3C(=O)C)C)O)C2)C)OC(C1OC1CC(OC)C(C(O1)C)OC1OC(C)C(C(C1O)OC)O)C
InChI	InChI=1S/C52H76O18/c1-26(53)34-19-22-52(59)50(34,8)45(68-46(57)31-15-13-12-14-16-31)43(65-30(5)54)44-48(6)20-18-33(23-32(48)17-21-51(44,52)58)70-49(7)25-36(61-10)41(29(4)69-49)66-37-24-35(60-9)40(28(3)63-37)67-47-39(56)42(62-11)38(55)27(2)64-47/h12-17,27-29,33-45,47,55-56,58-59H,18-25H2,1-11H3/t27?,28?,29?,33-,34-,35?,36?,37?,38?,39?,40?,41?,42?,43-,44?,45+,47?,48-,49?,50-,51-,52+/m0/s1
InChIKey	JGMYABDQXYISIR-XXISUVSKSA-N
Formula	C₅₂H₇₆O₁₈
HBA	18
HBD	4
MW	989.16
Rotatable Bonds	13
TPSA	233.66
LogP	4.09
Number Rings	8
Number Aromatic Rings	1
Heavy Atom Count	70
Formal Charge	0
Fraction CSP3	0.79
Exact Mass	988.5
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Stapelia variegata	Apocynaceae	Plantae	141497

Showing of synonyms

Sayed KA, Halim AF, et al. (1995). Pregnane glycosides from Stapelia variegata. Phytochemistry,1995,39(2),395-403. [View] [PubMed]

Pubchem: 162897242

Nmrshiftdb2: 60053146

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 989.16 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 989.16 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 989.16 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 989.16 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 989.16 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 989.16 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCCC5

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 989.16 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 989.16 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 989.16 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.58
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 25222.360
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3297008.48

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.570
Plasma Protein Binding: 79.79
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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 5.820
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 673020782.740
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -356.150
Log(P): 4.33
Log S: -4.86
Log(Vapor Pressure): -22162136.08
Melting Point: 203.11
pKa Acid: -161405.91
pKa Basic: -1281.63

No predicted protein targets found for this compound.