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Alpinoside C

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Saponin

Canonical Smiles	CO[C@H]1CC(O[C@H]2CC[C@]3(C(=CC[C@@]4(C3C[C@@H](OC(=O)/C=C/c3ccccc3)[C@]3([C@]4(O)CC[C@@]3(O)C(=O)C)C)O)C2)C)O[C@@H]([C@H]1OC1C[C@H](OC)[C@@H]([C@H](O1)C)OC1C[C@@H](OC)[C@@H]([C@H](O1)C)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
InChI	InChI=1S/C63H94O26/c1-30-53(86-46-25-38(77-8)54(31(2)80-46)87-47-26-39(78-9)55(32(3)81-47)88-58-52(72)50(70)56(41(29-65)84-58)89-57-51(71)49(69)48(68)40(28-64)83-57)37(76-7)24-45(79-30)82-36-18-19-59(5)35(23-36)17-20-62(74)42(59)27-43(85-44(67)16-15-34-13-11-10-12-14-34)60(6)61(73,33(4)66)21-22-63(60,62)75/h10-17,30-32,36-43,45-58,64-65,68-75H,18-29H2,1-9H3/b16-15+/t30-,31-,32-,36+,37+,38+,39-,40-,41-,42?,43-,45?,46?,47?,48-,49+,50-,51-,52-,53-,54-,55-,56-,57?,58?,59+,60-,61-,62+,63-/m1/s1
InChIKey	YPYLYENYJGSTFI-VBUDETFXSA-N
Formula	C₆₃H₉₄O₂₆
HBA	26
HBD	10
MW	1267.42
Rotatable Bonds	19
TPSA	365.66
LogP	0.35
Number Rings	10
Number Aromatic Rings	1
Heavy Atom Count	89
Formal Charge	0
Fraction CSP3	0.81
Exact Mass	1266.6
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Oxystelma esculentum var. alpine	Apocynaceae	Plantae	126761

Showing of synonyms

Mahalel UA (2012). Antibacterial sensitivity for some chemically diverse steroidal glycosides in vitro. Journal of Agricultural and Social Sciences,2012,8,24-28. [View]

Pubchem: 162918593

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC(OC9)CCC9OC1CCCCO1

Level: 6

Mol. Weight: 1267.42 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 5

Mol. Weight: 1267.42 g/mol

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

Level: 5

Mol. Weight: 1267.42 g/mol

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

Level: 4

Mol. Weight: 1267.42 g/mol

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

Level: 4

Mol. Weight: 1267.42 g/mol

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

Level: 4

Mol. Weight: 1267.42 g/mol

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

Level: 3

Mol. Weight: 1267.42 g/mol

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

Level: 3

Mol. Weight: 1267.42 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1267.42 g/mol

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

Level: 2

Mol. Weight: 1267.42 g/mol

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

Level: 2

Mol. Weight: 1267.42 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1267.42 g/mol

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

Level: 1

Mol. Weight: 1267.42 g/mol

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

Level: 1

Mol. Weight: 1267.42 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1267.42 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1267.42 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1267.42 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1267.42 g/mol

Antibacterial

Absorption

Caco-2 (logPapp): -6.62
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1394482933854.590
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 182242420390794.84

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.710
Plasma Protein Binding: 78.11
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: Inhibitor

Excretion

Clearance: 2.360
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -4238545916628.170
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1730649.440
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -330761238573410304.000
Rat (Acute): 196.330
Rat (Chronic Oral): 709453733.450
Fathead Minnow: 417515760771676.875
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 37201468253372136.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -20680303341.120
Log(P): -2407429.18
Log S: -3.08
Log(Vapor Pressure): -1225025414333611.0
Melting Point: -372238131.55
pKa Acid: -8926242527610.95
pKa Basic: -71811358726.6

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	0.8502
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8502
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7479
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7479
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7202
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7202
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	4	0.7188
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	4	0.7188

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