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3-O-[alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranosyl]hederagenin 28-O-{alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1-6)-[beta-D-xylopyranosyl-(1→2)-]beta-D-glucopyranosyl}ester

Family: Plantae - Araliaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Oleanane-Type Saponin

Canonical Smiles	OCC1O[C@@](O)(OCC2O[C@@](O)(OC(=O)[C@@H]3CC(C)(C)C[C@@H]4C3CC[C@@]3(C4=CCC4[C@@]3(C)CCC3[C@]4(C)CC[C@@H]([C@@]3(C)CO)OC3(O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)C3OC[C@@H]([C@H]([C@H]3O)O)O)C)[C@H](C([C@@H]2O)O)OC2OC[C@@H]([C@H]([C@@H]2O)O)O)[C@H](C([C@@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI	InChI=1S/C64H104O32/c1-24-37(69)42(74)47(79)56(89-24)90-49-32(19-65)93-63(84,51(82)48(49)80)88-22-33-41(73)45(77)53(91-55-46(78)40(72)31(68)21-87-55)64(85,94-33)96-54(83)28-18-57(3,4)17-27-26(28)11-15-60(7)29(27)9-10-35-58(5)14-13-36(59(6,23-66)34(58)12-16-61(35,60)8)95-62(50(81)43(75)38(70)25(2)92-62)52-44(76)39(71)30(67)20-86-52/h9,24-28,30-53,55-56,65-82,84-85H,10-23H2,1-8H3/t24-,25-,26?,27-,28-,30+,31+,32?,33?,34?,35?,36+,37-,38-,39-,40-,41-,42+,43+,44-,45?,46+,47+,48?,49-,50+,51+,52?,53+,55?,56?,58+,59+,60-,61-,62?,63+,64-/m1/s1
InChIKey	JACSZGMMJOGVOA-XEZZQVGZSA-N
Formula	C₆₄H₁₀₄O₃₂
HBA	32
HBD	20
MW	1385.5
Rotatable Bonds	14
TPSA	523.2
LogP	-6.2
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	96
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	1384.65
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Oreopanax guatemalensis	Araliaceae	Plantae	2951918

Showing of synonyms

Meleka FR, Miyase T, et al. (2002). Triterpenoid saponins from Oreopanax guatemalensis. Phytochemistry,2002,60(2),185-195. [View] [PubMed]

Pubchem: 162817472

Nmrshiftdb2: 70040178

No compound-protein relationship available.

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)OC(=O)C5CCCC6C5CCC(C6=7)C8C(CC7)C9C(CC8)CC(CC9)OC1(CCCCO1)C1CCCCO1

Level: 6

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)OC(=O)C5CCCC6C5CCC(C6=7)C8C(CC7)C9C(CC8)CC(CC9)OC1CCCCO1

Level: 5

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C4CCCC5C4CCC(C5=6)C7C(CC6)C8C(CC7)CC(CC8)OC9(CCCCO9)C1CCCCO1

Level: 5

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C4CCCC5C4CCC(C5=6)C7C(CC6)C8C(CC7)CC(CC8)OC9(CCCCO9)C1CCCCO1

Level: 5

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C4CCCC5C4CCC(C5=6)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C4CCCC5C4CCC(C5=6)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1385.5 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)CCC5C4CCCC5C(=O)OC(O6)C(OC7CCCCO7)CCC6COC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CC(CC7)OC8(CCCCO8)C9CCCCO9

Level: 4

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CC(CC7)OC8(CCCCO8)C9CCCCO9

Level: 4

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(=O)C4CCCC5C4CCC(C5=6)C7C(CC6)C8C(CC7)CCCC8

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)CCC5C4CCCC5C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC(=O)C2CCCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CC(CC6)OC7(CCCCO7)C8CCCCO8

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C3CCCC4C3CCC(C4=5)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC(=O)C2CCCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6(CCCCO6)C7CCCCO7

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1OC(=O)C2CCCC3C2CCC(C3=4)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1385.5 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1385.5 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1385.5 g/mol

SMILES: O1CCCCC1C2CCCCO2

Level: 1

Mol. Weight: 1385.5 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1385.5 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1385.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 6040472374136680.0
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 789418625427792900

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.5
Plasma Protein Binding: 29.76
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: 1.29
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -18360093358650910
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -7496641100.12
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -1432756777829660600000
Rat (Acute): 1155376.55
Rat (Chronic Oral): 3073137967757.18
Fathead Minnow: 1808551954449603600
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 161145411818994860000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -89580785452622.73
Log(P): -10428259179.43
Log S: -2.02
Log(Vapor Pressure): -5306437020989837000
Melting Point: -1612436047659.33
pKa Acid: -38665775659078460
pKa Basic: -311064907396670.3

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8748
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8748

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