3 -O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] hederagenin 28-O-beta-D-glucopyranosyl ester - Compound Card

3 -O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] hederagenin 28-O-beta-D-glucopyranosyl ester

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3 -O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucuronopyranosyl] hederagenin 28-O-beta-D-glucopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Oleanane-Type Saponin
Canonical Smiles OCC1O[C@@H](O[C@H]2CC[C@]3(C([C@]2(C)CO)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C(=O)O[C@@H]2OC(CO)[C@H](C([C@@H]2O)O)O)C)C)[C@H](C([C@@H]1O)O)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C48H78O19/c1-43(2)13-15-48(42(61)67-40-37(60)34(57)31(54)25(19-50)63-40)16-14-46(5)22(23(48)17-43)7-8-28-44(3)11-10-29(45(4,21-52)27(44)9-12-47(28,46)6)65-41-38(35(58)32(55)26(20-51)64-41)66-39-36(59)33(56)30(53)24(18-49)62-39/h7,23-41,49-60H,8-21H2,1-6H3/t23?,24?,25?,26?,27?,28?,29-,30+,31+,32+,33?,34?,35?,36-,37-,38-,39-,40-,41-,44-,45-,46+,47+,48-/m0/s1
InChIKey GOIICROVOYDKKG-XDYJAZRDSA-N
Formula C48H78O19
HBA 19
HBD 12
MW 959.13
Rotatable Bonds 10
TPSA 315.21
LogP -0.89
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 67
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 958.51
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: 162972265
Nmrshiftdb2: 70066573

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 959.13 g/mol

Structure

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

Level: 2

Mol. Weight: 959.13 g/mol

Structure

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

Level: 2

Mol. Weight: 959.13 g/mol

Structure

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

Level: 1

Mol. Weight: 959.13 g/mol

Structure

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

Level: 1

Mol. Weight: 959.13 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 959.13 g/mol

Structure

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

Level: 0

Mol. Weight: 959.13 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 959.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.43
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
5262.94
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
688660.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
69.93
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
1.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-16011.11
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Safe
hERG Blockers
Safe
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
-1249882215.07
Rat (Acute)
4.1
Rat (Chronic Oral)
4.91
Fathead Minnow
1577719.39
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
140572882.79
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-63.65
Log(P)
1.21
Log S
-2.54
Log(Vapor Pressure)
-4628830.34
Melting Point
281.8
pKa Acid
-33640.02
pKa Basic
-248.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8507
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8507
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7341
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7341
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.7181
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.7181

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