3-O-{beta-D-glucopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→3)-[beta-D-glucopyranosyl-(1→2)]-a-larabinopyranosyl}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→3)-beta-D-glucopyranosyl-(1→3)-[beta-D-glucopyranosyl-(1→2)]-a-larabinopyranosyl}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→3)-beta-D-glucopyranosyl-(1→3)-[beta-D-glucopyranosyl-(1→2)]-a-larabinopyranosyl}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@](OCC2O[C@@](O)(OC(=O)[C@@]34CCC(C[C@H]4C4=CCC5[C@@]([C@@]4(CC3)C)(C)CCC3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3OC[C@@H](C([C@@H]3O[C@]3(O)OC(CO)[C@H](C([C@@H]3O)O)O)O[C@]3(OC(CO)[C@H](C([C@@H]3O)O)O)OC3(O)[C@H](O)[C@@H](O)OC([C@H]3O)CO)O)(C)C)[C@H](C([C@@H]2O)O)O)(OC(=O)C)[C@H](C([C@@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI InChI=1S/C73H118O42/c1-27-40(80)44(84)48(88)60(103-27)106-51-34(23-76)111-72(107-28(2)78,57(94)49(51)89)102-26-36-43(83)46(86)55(92)71(100,109-36)114-62(97)68-18-16-63(3,4)20-30(68)29-10-11-38-65(7)14-13-39(64(5,6)37(65)12-15-67(38,9)66(29,8)17-19-68)105-61-52(112-70(99)54(91)45(85)41(81)32(21-74)108-70)50(31(79)25-101-61)113-73(56(93)47(87)42(82)33(22-75)110-73)115-69(98)53(90)35(24-77)104-59(96)58(69)95/h10,27,30-61,74-77,79-96,98-100H,11-26H2,1-9H3/t27-,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+,60?,61+,65+,66-,67-,68+,69?,70-,71-,72-,73+/m1/s1
InChIKey ROUPJZVAEFNKEW-DEKRBMEKSA-N
Formula C73H118O42
HBA 42
HBD 25
MW 1667.71
Rotatable Bonds 20
TPSA 678.34
LogP -9.73
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 115
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1666.71
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: 162817455
Nmrshiftdb2: 70065533

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9OCCC(C9OC1CCCCO1)OC1(CCCCO1)OC1CCOCC1

Level: 7

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8OCCC(C8OC9CCCCO9)OC1(CCCCO1)OC1CCOCC1

Level: 6

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OCC3CCCC(O3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9OCCC(OC1CCCCO1)C9OC1CCCCO1

Level: 6

Mol. Weight: 1667.71 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)OC1CCOCC1

Level: 6

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8OCCC(OC9CCCCO9)C8OC1CCCCO1

Level: 5

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 5

Mol. Weight: 1667.71 g/mol

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: 1667.71 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: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7OCCC(C7OC8CCCCO8)OC9(CCCCO9)OC1CCOCC1

Level: 5

Mol. Weight: 1667.71 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: 1667.71 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: 1667.71 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: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 4

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8(CCCCO8)OC9CCOCC9

Level: 4

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6OCCC(C6OC7CCCCO7)OC8(CCCCO8)OC9CCOCC9

Level: 4

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7(CCCCO7)OC8CCOCC8

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1COCCC1OC2(CCCCO2)OC3C(COCC3)OC4CCCCO4

Level: 3

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1COCCC1OC2(CCCCO2)OC3CCOCC3

Level: 2

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 1

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 1

Mol. Weight: 1667.71 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1667.71 g/mol

Structure

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

Level: 0

Mol. Weight: 1667.71 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1667.71 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
13745459592700684000000000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1796368918830552000000000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.36
Plasma Protein Binding
15.09
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
1.72
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-41779484475057555000000000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-17059051645795615000
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
Toxic
T. Pyriformis
-3260323127539717000000000000000
Rat (Acute)
2629316150008954.0
Rat (Chronic Oral)
6993108067471285000000
Fathead Minnow
4115464268016476000000000000
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
366695982764311160000000000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-203846399356269300000000
Log(P)
-23730124488954036000
Log S
-1.56
Log(Vapor Pressure)
-12075114917669653000000000000
Melting Point
-3669193562326024000000
pKa Acid
-87986255819012530000000000
pKa Basic
-707846670858080200000000

No predicted protein targets found for this compound.

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