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3-O-[alpha-L-rhamnopyranosyl-(1→2)-beta-D-glucopyranosyl]3beta-hydroxy olean-11,13(18)-dien-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1→6)-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)CC4=C5[C@](CCC34)(C)[C@]3(C)CCC4[C@](C3C=C5)(C)CC[C@@H](C4(C)C)OC3(O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)O[C@@H]3[C@@H](O)OC([C@H](C3O)O)CO)[C@H](C([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/C60H96O29/c1-23-35(63)39(67)43(71)52(81-23)83-45-30(21-62)85-58(78,48(74)44(45)72)80-22-31-38(66)42(70)47(73)59(79,86-31)89-50(76)27-19-53(3,4)18-26-25(27)12-16-56(8)28(26)10-11-33-55(7)15-14-34(54(5,6)32(55)13-17-57(33,56)9)87-60(49(75)41(69)36(64)24(2)84-60)88-46-40(68)37(65)29(20-61)82-51(46)77/h10-11,23-25,27,29-49,51-52,61-75,77-79H,12-22H2,1-9H3/t23-,24-,25?,27-,29?,30?,31?,32?,33?,34+,35-,36-,37-,38-,39+,40?,41+,42?,43+,44?,45-,46+,47+,48+,49+,51+,52?,55+,56-,57-,58+,59-,60?/m1/s1
InChIKey	ZVNXDJHINHIVBV-MGSAJRRRSA-N
Formula	C₆₀H₉₆O₂₉
HBA	29
HBD	18
MW	1281.4
Rotatable Bonds	13
TPSA	473.51
LogP	-4.42
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	89
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	1280.6
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: 162817474

Nmrshiftdb2: 70040183

No compound-protein relationship available.

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C(CCC4)C(C4=C56)CCC6C7C(C=C5)C8C(CC7)CC(CC8)OC9(CCCCO9)OC1CCCOC1

Level: 5

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C(CCC3)C(C3=C45)CCC5C6C(C=C4)C7C(CC6)CC(CC7)OC8(CCCCO8)OC9CCCOC9

Level: 4

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(C=C4)C3C5CCC(C6=C45)C(CCC6)C(=O)OC(O7)CCCC7COC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C(CCC3)C(C3=C45)CCC5C6C(C=C4)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1281.4 g/mol

SMILES: C1CCCC(CC2)C1C(C=C3)C2C4CCC(C5=C34)C(CCC5)C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OC(=O)C(CCC2)C(C2=C34)CCC4C5C(C=C3)C6C(CC5)CC(CC6)OC7(CCCCO7)OC8CCCOC8

Level: 3

Mol. Weight: 1281.4 g/mol

SMILES: C1CCCC(CC2)C1C(C=C3)C2C4CCC(C5=C34)C(CCC5)C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OC(=O)C(CCC2)C(C2=C34)CCC4C5C(C=C3)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1281.4 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6(CCCCO6)OC7CCCOC7

Level: 2

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1OC(=O)C(CCC2)C(C2=C34)CCC4C5C(C=C3)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1281.4 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1281.4 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1281.4 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1281.4 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1281.4 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1281.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.46
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 526657915883.22
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 68827961807956.39

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.62
Plasma Protein Binding: 39.34
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: 1.41
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -1600782622840.22
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -653618.03
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: -124919428353937920
Rat (Acute): 35.78
Rat (Chronic Oral): 267941277.35
Fathead Minnow: 157684167937230.12
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: 14049972473350832
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -7810382682.01
Log(P): -909220.9
Log S: -1.9
Log(Vapor Pressure): -462658536948720.5
Melting Point: -140581748.89
pKa Acid: -3371198028609.01
pKa Basic: -27121176962.12

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	4	0.7733
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	4	0.7733
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7053
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7053

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