3-O-[beta-D-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-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→3)]-[beta-D-glucopyranosyl-(1→2)]-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→3)]-[beta-D-glucopyranosyl-(1→2)]-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: 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)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/C65H106O34/c1-24-36(71)43(78)49(82)64(97-24,63(87)35(21-68)98-65(88,51(84)50(63)83)90-23-30-39(74)40(75)44(79)52(85)91-30)99-56(86)62-16-15-57(2,3)17-26(62)25-9-10-32-59(6)13-12-34(58(4,5)31(59)11-14-60(32,7)61(25,8)18-33(62)70)94-55-48(96-54-46(81)42(77)38(73)29(20-67)93-54)47(27(69)22-89-55)95-53-45(80)41(76)37(72)28(19-66)92-53/h9,24,26-55,66-85,87-88H,10-23H2,1-8H3/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+,54+,55+,59+,60-,61-,62-,63+,64?,65+/m1/s1
InChIKey KCPBEIODVNWBJO-OEWHSVDFSA-N
Formula C65H106O34
HBA 34
HBD 22
MW 1431.53
Rotatable Bonds 15
TPSA 563.66
LogP -7.72
Number Rings 11
Number Aromatic Rings 0
Heavy Atom Count 99
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1430.66
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: 162817448

No compound-protein relationship available.

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: 1431.53 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: 1431.53 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: 1431.53 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: 1431.53 g/mol

Structure

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

Level: 4

Mol. Weight: 1431.53 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: 1431.53 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: 1431.53 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: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 3

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1COC(OC2)CCC2C3CCCCO3

Level: 2

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1OCCCC1C2CCCCO2

Level: 1

Mol. Weight: 1431.53 g/mol

Structure

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

Level: 0

Mol. Weight: 1431.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1431.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.04
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
8757603926418583.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1144515868260858000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.49
Plasma Protein Binding
29.24
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
-26618847587247508
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-10868790977.12
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
-2077241107256692000000
Rat (Acute)
1675119.05
Rat (Chronic Oral)
4455501694426.5
Fathead Minnow
2622071641563618000
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
233632053336446370000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-129876103846157.6
Log(P)
-15119111619.42
Log S
-1.91
Log(Vapor Pressure)
-7693383961341598000
Melting Point
-2337743879717.59
pKa Acid
-56058441304605736
pKa Basic
-450988443803513.25

No predicted protein targets found for this compound.

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