3-O-[beta-D-glucopyranosyl-(1→2)-beta-D-glucopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→3)-alpha-L-arabinopyranosyl]echinocystic acid 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-glucopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→3)-alpha-L-arabinopyranosyl]echinocystic acid 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-glucopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→3)-alpha-L-arabinopyranosyl]echinocystic acid 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@@](OC2[C@@H](O)CO[C@H]([C@H]2O)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@]2(O)OC(CO[C@]3(O)OC(CO)[C@H](C([C@@H]3O)O)OC3O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)[C@H](C([C@@H]2O)O)O)O)C)C)(O[C@]2(O)C(O)[C@H](O)C(O[C@@]2(O)OC2[C@H](O)[C@@H](O)OC([C@H]2O)CO)CO)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C71H116O42/c1-25-38(78)43(83)46(86)59(102-25)105-51-32(22-75)106-68(97,55(92)47(51)87)101-24-33-40(80)44(84)54(91)69(98,107-33)112-60(95)66-16-15-61(2,3)17-27(66)26-9-10-35-63(6)13-12-37(62(4,5)34(63)11-14-64(35,7)65(26,8)18-36(66)77)104-58-49(89)50(28(76)23-100-58)110-70(56(93)45(85)39(79)30(20-73)108-70)113-67(96)53(90)42(82)31(21-74)109-71(67,99)111-52-41(81)29(19-72)103-57(94)48(52)88/h9,25,27-59,72-94,96-99H,10-24H2,1-8H3/t25-,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+,55+,56+,57+,58+,59?,63+,64-,65-,66-,67-,68+,69-,70+,71-/m1/s1
InChIKey UJNVAZZJPGEGAE-XYRWPILJSA-N
Formula C71H116O42
HBA 42
HBD 27
MW 1641.67
Rotatable Bonds 19
TPSA 692.5
LogP -11.33
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 113
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 1640.69
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 and Ghalya NS. (2003). Triterpenoid saponins from Meryta lanceolata. Phytochemistry,2003,62(4),557-562. [View] [PubMed]
Pubchem: 162969827
Nmrshiftdb2: 70065534

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(OCC9)CC9OC1(CCCCO1)OC1C(OCCC1)OC1CCOCC1

Level: 7

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9(CCCCO9)OC1C(OCCC1)OC1CCOCC1

Level: 6

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1(CCCCO1)OC1CCCOC1

Level: 6

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9(CCCCO9)OC1CCCOC1

Level: 5

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8(CCCCO8)OC9C(OCCC9)OC1CCOCC1

Level: 5

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1641.67 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: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8(CCCCO8)OC9CCCOC9

Level: 4

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7(CCCCO7)OC8C(OCCC8)OC9CCOCC9

Level: 4

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 3

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 3

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7(CCCCO7)OC8CCCOC8

Level: 3

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1COCCC1OC2(CCCCO2)OC3C(OCCC3)OC4CCOCC4

Level: 3

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1OCCCC1OC2(CCCCO2)OC3CCOCC3

Level: 2

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 1

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 1

Mol. Weight: 1641.67 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1641.67 g/mol

Structure

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

Level: 0

Mol. Weight: 1641.67 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1641.67 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
486464932201094070000000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
63575216667680140000000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.39
Plasma Protein Binding
12.65
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-1478615191173287400000000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-603736291273207200
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
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-115385949492860700000000000000
Rat (Acute)
93054002515931.77
Rat (Chronic Oral)
247492815580172800000
Fathead Minnow
145650284413811210000000000
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
12977721585717367000000000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-7214317145522770000000
Log(P)
-839831776150291000
Log S
-0.84
Log(Vapor Pressure)
-427349771894721400000000000
Melting Point
-129856285922669610000
pKa Acid
-3113917939134996600000000
pKa Basic
-25051368453206280000000

No predicted protein targets found for this compound.

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