3-O-[beta-D-3-O-trans-p-coumaroyl-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-b-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl] ester - Compound Card

3-O-[beta-D-3-O-trans-p-coumaroyl-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-b-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl] ester

Select a section from the left sidebar

3-O-[beta-D-3-O-trans-p-coumaroyl-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1→4)-b-D-glucopyranosyl-(1→6)-beta-D-glucopyranosyl] ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OCC1O[C@@H](O[C@@H]2[C@@H](OC[C@@H](C2O[C@@H]2OC(CO)[C@H](C([C@@H]2O)OC(=O)/C=C/c2ccc(cc2)O)O)O)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)OC2(O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[C@]2(O)C(CO)O[C@@]([C@H](C2O)O)(O)OCC2O[C@H](O)[C@H](C([C@H]2O)O)O)O)C)C)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C74H112O36/c1-30-45(82)51(88)58(92)73(108-30,72(97)43(27-77)109-74(98,60(94)59(72)93)100-29-38-47(84)49(86)52(89)61(95)101-38)110-65(96)71-22-21-66(2,3)23-34(71)33-14-15-40-68(6)19-18-42(67(4,5)39(68)17-20-69(40,7)70(33,8)24-41(71)80)104-64-57(107-62-53(90)50(87)46(83)36(25-75)102-62)55(35(79)28-99-64)106-63-54(91)56(48(85)37(26-76)103-63)105-44(81)16-11-31-9-12-32(78)13-10-31/h9-14,16,30,34-43,45-64,75-80,82-95,97-98H,15,17-29H2,1-8H3/b16-11+/t30-,34+,35+,36?,37?,38?,39?,40?,41-,42+,43?,45-,46-,47+,48-,49?,50?,51+,52+,53+,54+,55?,56?,57+,58+,59?,60+,61+,62+,63+,64+,68+,69-,70-,71-,72+,73?,74+/m1/s1
InChIKey OBMSKRAODQNICZ-WCEZMKOBSA-N
Formula C74H112O36
HBA 36
HBD 22
MW 1577.67
Rotatable Bonds 18
TPSA 589.96
LogP -5.75
Number Rings 12
Number Aromatic Rings 1
Heavy Atom Count 110
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 1576.69
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Dizygotheca kerchoveana Araliaceae Plantae —

Showing of synonyms

  • Melek FR, Miyase T, et al. (2004). Saponins and acylated saponins from Dizygotheca kerchoveana. Phytochemistry,2004,65(23),3089-3095. [View] [PubMed]
Pubchem: 162828110

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC(C3OC4CCCCO4)CCOC3OC(CC5)CC(CC6)C5C(CC7)C6C(CC8)C=7C(CCCC9)C89C(=O)OC1(CCCCO1)C1CCC(OC1)OCC1CCCCO1

Level: 7

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3CC(OCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(CC7)C=6C(CCCC8)C78C(=O)OC9(CCCCO9)C1CCC(OC1)OCC1CCCCO1

Level: 6

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC(C3OC4CCCCO4)CCOC3OC(CC5)CC(CC6)C5C(CC7)C6C(CC8)C=7C(CCCC9)C89C(=O)OC1(CCCCO1)C1CCCOC1

Level: 6

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9OCCC(OC1CCCCO1)C9OC1CCCCO1

Level: 6

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC(C3OC4CCCCO4)CCOC3OC(CC5)CC(CC6)C5C(CC7)C6C(CC8)C=7C(CCCC9)C89C(=O)OC1CCCCO1

Level: 5

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3CC(OCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(CC7)C=6C(CCCC8)C78C(=O)OC9(CCCCO9)C1CCCOC1

Level: 5

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8OCCC(OC9CCCCO9)C8OC1CCCCO1

Level: 5

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3CC(OCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(CC7)C=6C(CCCC8)C78C(=O)OC9CCCCO9

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC(C3OC4CCCCO4)CCOC3OC(CC5)CC(CC6)C5C(CC7)C6C(C=78)CCC9C8CCCC9

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC9CCCCO9

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3CC(OCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6(CCCCO6)C7CCC(OC7)OCC8CCCCO8

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3C(COCC3)OC4CCCCO4

Level: 3

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3CCCCO3

Level: 2

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1COCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1OCCCC1C2CCCCO2

Level: 1

Mol. Weight: 1577.67 g/mol

Structure

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

Level: 0

Mol. Weight: 1577.67 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1577.67 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1577.67 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
17017199618010592000000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2223946981204396500000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.38
Plasma Protein Binding
30.35
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
1.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-51723973930455610000000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-21119515351608204
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
Safe
T. Pyriformis
-4036356786292129000000000000
Rat (Acute)
3255154834638.67
Rat (Chronic Oral)
8657631722963715000
Fathead Minnow
5095038312704639000000000
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
453978235728643900000000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-252366601874522930000
Log(P)
-29378451218645300
Log S
-3.04
Log(Vapor Pressure)
-14949277290687088000000000
Melting Point
-4542548570502541000
pKa Acid
-108929054423520830000000
pKa Basic
-876330986850405300000

No predicted protein targets found for this compound.

Download SDF