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

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

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3- O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] hederagenin 28-O-[alpha-L-rhamnopyranosyl-(1→4)-beta-D-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@@]34CCC(CC4C4=CCC5[C@@]([C@@]4(CC3)C)(C)CCC3[C@]5(C)CC[C@@H]([C@@]3(C)CO)O[C@@H]3OC(CO)[C@H](C([C@@H]3O[C@@H]3OC(CO)[C@H](C([C@@H]3O)O)O)O)O)(C)C)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1O[C@@H]1OC(C)[C@@H](C([C@@H]1O)O)O)O)O
InChI InChI=1S/C60H98O28/c1-24-34(65)38(69)43(74)50(80-24)86-47-29(21-63)83-49(46(77)42(47)73)79-22-30-37(68)40(71)45(76)52(84-30)88-54(78)60-16-14-55(2,3)18-26(60)25-8-9-32-56(4)12-11-33(57(5,23-64)31(56)10-13-59(32,7)58(25,6)15-17-60)85-53-48(41(72)36(67)28(20-62)82-53)87-51-44(75)39(70)35(66)27(19-61)81-51/h8,24,26-53,61-77H,9-23H2,1-7H3/t24?,26?,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-,56-,57-,58+,59+,60-/m0/s1
InChIKey KGOWBUVYTNXZLW-TVTOFXHTSA-N
Formula C60H98O28
HBA 28
HBD 17
MW 1267.42
Rotatable Bonds 15
TPSA 453.28
LogP -4.21
Number Rings 10
Number Aromatic Rings 0
Heavy Atom Count 88
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1266.62
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: 163006499
Nmrshiftdb2: 70066574

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: 1267.42 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: 1267.42 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: 1267.42 g/mol

Structure

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

Level: 3

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 3

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 3

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 2

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 2

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 2

Mol. Weight: 1267.42 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 1

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 1

Mol. Weight: 1267.42 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1267.42 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1267.42 g/mol

Structure

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

Level: 0

Mol. Weight: 1267.42 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1267.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
274936277749.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
35930900168942.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
40.14
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
-835671381701.19
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-341215.04
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
-65212853959396060
Rat (Acute)
12.52
Rat (Chronic Oral)
139875866.77
Fathead Minnow
82317345007141.78
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
7334638114736539.0
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-4077326988.63
Log(P)
-474649.23
Log S
-2.64
Log(Vapor Pressure)
-241525905832355.72
Melting Point
-73387446.43
pKa Acid
-1759897365654.56
pKa Basic
-14158320980.53

No predicted protein targets found for this compound.

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