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-glucopyranosyl (1→2)-]beta-D-glucopyranosyl} ester - Compound Card

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-glucopyranosyl (1→2)-]beta-D-glucopyranosyl} ester

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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-glucopyranosyl (1→2)-]beta-D-glucopyranosyl} ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Oleanane-Type Saponin
Canonical Smiles OCC1O[C@@](O)(O[C@H]2C(O)[C@H](O)C(O[C@@]2(O)OC(=O)[C@@H]2CC(C)(C)C[C@@H]3C2CC[C@@]2(C3=CCC3[C@@]2(C)CCC2[C@]3(C)CC[C@@H]([C@@]2(C)CO)OC2(O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)C2OC[C@@H]([C@H]([C@H]2O)O)O)C)CO[C@]2(O)OC(CO)[C@H](C([C@@H]2O)O)OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C65H106O34/c1-24-37(70)42(75)47(80)56(91-24)92-49-32(20-67)95-63(86,52(84)48(49)81)90-22-33-41(74)46(79)54(98-64(87)51(83)44(77)40(73)31(19-66)94-64)65(88,96-33)99-55(85)28-18-57(3,4)17-27-26(28)11-15-60(7)29(27)9-10-35-58(5)14-13-36(59(6,23-68)34(58)12-16-61(35,60)8)97-62(50(82)43(76)38(71)25(2)93-62)53-45(78)39(72)30(69)21-89-53/h9,24-28,30-54,56,66-84,86-88H,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?,54+,56?,58+,59+,60-,61-,62?,63+,64-,65-/m1/s1
InChIKey XWGSQGHDZTXSKS-QMTSSIFASA-N
Formula C65H106O34
HBA 34
HBD 22
MW 1431.53
Rotatable Bonds 15
TPSA 563.66
LogP -7.52
Number Rings 11
Number Aromatic Rings 0
Heavy Atom Count 99
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1430.66
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: 163087996
Nmrshiftdb2: 70040181

No compound-protein relationship available.

Structure

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: 1431.53 g/mol

Structure

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

Level: 5

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 5

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 5

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1C2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 0

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1431.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.04
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
125397746300592080
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
16388020320972230000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.46
Plasma Protein Binding
24.84
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
1.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-381148335941063300
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-155627328403.26
Liver Injury II
Toxic
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
-29743468348834518000000
Rat (Acute)
23986784.4
Rat (Chronic Oral)
63797137635607.77
Fathead Minnow
37544758975705900000
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
3345315225109690600000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1859661773333000.0
Log(P)
-216486563047.54
Log S
-1.64
Log(Vapor Pressure)
-110159546338003810000
Melting Point
-33473537536809.15
pKa Acid
-802686328705162000
pKa Basic
-6457584635144068.0

No predicted protein targets found for this compound.

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