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Stemmoside C

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@]3(O)C(=O)C[C@H]2CC)C)C1)C
InChI	InChI=1S/C54H88O21/c1-10-28-18-39(58)54(62)32-12-11-29-17-30(13-15-52(29,5)31(32)14-16-53(28,54)6)69-41-20-34(63-7)49(26(3)67-41)74-42-21-35(64-8)48(27(4)68-42)73-40-19-33(57)47(25(2)66-40)72-43-22-36(65-9)50(38(24-56)70-43)75-51-46(61)45(60)44(59)37(23-55)71-51/h11,25-28,30-38,40-51,55-57,59-62H,10,12-24H2,1-9H3/t25?,26?,27?,28-,30+,31?,32?,33-,34-,35-,36-,37?,38?,40+,41+,42+,43+,44-,45+,46?,47-,48-,49-,50+,51+,52+,53-,54-/m1/s1
InChIKey	CHJUUYNOFCOGKI-DVUMJMSNSA-N
Formula	C₅₄H₈₈O₂₁
HBA	21
HBD	7
MW	1073.28
Rotatable Bonds	16
TPSA	278.67
LogP	1.91
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	75
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	1072.58
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: 162817498

Nmrshiftdb2: 60056623

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: 1073.28 g/mol

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

Level: 4

Mol. Weight: 1073.28 g/mol

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

Level: 4

Mol. Weight: 1073.28 g/mol

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

Level: 3

Mol. Weight: 1073.28 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1073.28 g/mol

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

Level: 2

Mol. Weight: 1073.28 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1073.28 g/mol

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

Level: 1

Mol. Weight: 1073.28 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1073.28 g/mol

SMILES: O=C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1073.28 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1073.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.08
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 502463.430
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 65666863.06

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.590
Plasma Protein Binding: 81.9
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 4.060
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -1527260.650
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -2.350
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -119182191771.440
Rat (Acute): 4.400
Rat (Chronic Oral): 257.250
Fathead Minnow: 150442245.150
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 13404689553.750
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -7435.610
Log(P): 2.48
Log S: -3.7
Log(Vapor Pressure): -441409579.16
Melting Point: 171.33
pKa Acid: -3216272.93
pKa Basic: -25856.26

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9004
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9004
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7479
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7479

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