3-O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] oleanolic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-6-O-acetyl glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester - Compound Card

3-O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] oleanolic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-6-O-acetyl glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester

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3-O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] oleanolic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-6-O-acetyl glucopyranosyl-(1→6)-beta-D-glucopyranosyl]ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Oleanane-Type Saponin
Canonical Smiles OCC1O[C@@H](OCC2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CCC6[C@@]5(C)CCC5[C@]6(C)CC[C@@H](C5(C)C)O[C@@H]5OC(CO)[C@H](C([C@@H]5O[C@@H]5OC(CO)[C@H](C([C@@H]5O)O)O)O)O)C4CC(CC3)(C)C)C)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1O[C@@H]1OC(OC(=O)C)[C@@H](C([C@@H]1O)O)O)O)O
InChI InChI=1S/C61H98O29/c1-24(65)81-50-44(76)39(71)45(77)53(89-50)87-47-29(22-64)84-49(46(78)41(47)73)80-23-30-36(68)38(70)43(75)52(85-30)90-55(79)61-17-15-56(2,3)19-26(61)25-9-10-32-58(6)13-12-33(57(4,5)31(58)11-14-60(32,8)59(25,7)16-18-61)86-54-48(40(72)35(67)28(21-63)83-54)88-51-42(74)37(69)34(66)27(20-62)82-51/h9,26-54,62-64,66-78H,10-23H2,1-8H3/t26?,27?,28?,29?,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-,58-,59+,60+,61-/m0/s1
InChIKey BGMWARSPQTVHEM-JKCJALMYSA-N
Formula C61H98O29
HBA 29
HBD 16
MW 1295.43
Rotatable Bonds 15
TPSA 459.35
LogP -3.68
Number Rings 10
Number Aromatic Rings 0
Heavy Atom Count 90
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 1294.62
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Meryta lanceolata Araliaceae Plantae 310849

Showing of synonyms

  • Melek FR, Miyase T, et al. (2004). Further saponins from Meryta lanceolata. Phytochemistry,2004,65(7),909-914. [View] [PubMed]
Pubchem: 163082204
Nmrshiftdb2: 70066569

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC9CCCCO9

Level: 4

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(O7)CCCC7COC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1295.43 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 1295.43 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1295.43 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1295.43 g/mol

Structure

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

Level: 1

Mol. Weight: 1295.43 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1295.43 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1295.43 g/mol

Structure

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

Level: 0

Mol. Weight: 1295.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1295.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
2341839068.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
306050981756.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
38.49
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
1.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-7118052267.42
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-2906.75
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
-555467822984255.6
Rat (Acute)
3.96
Rat (Chronic Oral)
1191429.2
Fathead Minnow
701159743742.43
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
62474723808563.28
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-34729706.04
Log(P)
-4042.49
Log S
-2.72
Log(Vapor Pressure)
-2057261612703.47
Melting Point
-621489.1
pKa Acid
-14990390036.88
pKa Basic
-120597233.44

No predicted protein targets found for this compound.

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