Stemmoside D - Compound Card

Stemmoside D

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Stemmoside D

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

Canonical Smiles	CO[C@@H]1C[C@@H](OC([C@H]1O[C@H]1C[C@@H](O)[C@@H](C(O1)C)O[C@H]1C[C@@H](OC)[C@@H](C(O1)CO)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)C)O[C@H]1[C@H](OC)C[C@@H](OC1C)O[C@H]1CC[C@]2(C(=CCC3C2CC[C@]2([C@@H]3C(=O)[C@H]([C@H]2CC)OC(=O)C)C)C1)C
InChI	InChI=1S/C56H90O22/c1-11-32-52(71-28(5)59)46(62)44-31-13-12-29-18-30(14-16-55(29,6)33(31)15-17-56(32,44)7)72-41-20-35(65-8)51(26(3)69-41)77-42-21-36(66-9)50(27(4)70-42)76-40-19-34(60)49(25(2)68-40)75-43-22-37(67-10)53(39(24-58)73-43)78-54-48(64)47(63)45(61)38(23-57)74-54/h12,25-27,30-45,47-54,57-58,60-61,63-64H,11,13-24H2,1-10H3/t25?,26?,27?,30-,31?,32+,33?,34+,35+,36+,37+,38?,39?,40-,41-,42-,43-,44-,45+,47-,48?,49+,50+,51+,52-,53-,54-,55-,56+/m0/s1
InChIKey	ZUAKUAWNULTIIU-JHDCTFEASA-N
Formula	C₅₆H₉₀O₂₂
HBA	22
HBD	6
MW	1115.31
Rotatable Bonds	17
TPSA	284.74
LogP	2.34
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	78
Formal Charge	0
Fraction CSP3	0.93
Exact Mass	1114.59
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Solenostemma argel	Apocynaceae	Plantae	219273

Showing of synonyms

Plaza A, Piacente S, et al. (2004). Stemmosides C and D, two novel unusual pregnane glycosides from Solenostemma argel: structural elucidation and configurational study by a combined NMR-quantum mechanical strategy. Tetrahedron,2004,60(52),12201-12209. [View]

Pubchem: 163031397

Nmrshiftdb2: 60056624

No compound-protein relationship available.

SMILES: O=C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 5

Mol. Weight: 1115.31 g/mol

SMILES: O=C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1115.31 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCC(OC3)OC4CCC(OC4)OC5CCCOC5

Level: 4

Mol. Weight: 1115.31 g/mol

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

Level: 3

Mol. Weight: 1115.31 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1115.31 g/mol

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

Level: 2

Mol. Weight: 1115.31 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1115.31 g/mol

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

Level: 1

Mol. Weight: 1115.31 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1115.31 g/mol

SMILES: O=C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1115.31 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1115.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.86
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 2788849.670
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 364470803.17

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.590
Plasma Protein Binding: 88.15
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: 3.910
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 74400076829.420
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -41341.230
Log(P): -1.42
Log S: -4.28
Log(Vapor Pressure): -2449956711.37
Melting Point: 55.22
pKa Acid: -17851705.43
pKa Basic: -143599.03

No predicted protein targets found for this compound.