3-O-beta-D-glucopyranosyl-(1→3)-beta-D-glucuronopyranosyl echinocystic acid 28-O-alpha-L- arabinopyranosyl-(1 → 2)-alpha-L-rhamnopyranosyl-(1 → 3)-beta-D-xylopyranosyl-(1 → 4)-alpha-L-rhamnopyranosyl-(1 → 2)-alpha-L-arabinopyranosyl ester - Compound Card

3-O-beta-D-glucopyranosyl-(1→3)-beta-D-glucuronopyranosyl echinocystic acid 28-O-alpha-L- arabinopyranosyl-(1 → 2)-alpha-L-rhamnopyranosyl-(1 → 3)-beta-D-xylopyranosyl-(1 → 4)-alpha-L-rhamnopyranosyl-(1 → 2)-alpha-L-arabinopyranosyl ester

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3-O-beta-D-glucopyranosyl-(1→3)-beta-D-glucuronopyranosyl echinocystic acid 28-O-alpha-L- arabinopyranosyl-(1 → 2)-alpha-L-rhamnopyranosyl-(1 → 3)-beta-D-xylopyranosyl-(1 → 4)-alpha-L-rhamnopyranosyl-(1 → 2)-alpha-L-arabinopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Saponin Glycoside
Canonical Smiles OCC1OC(OC2C(O)C(OC(C2O)CC(=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(C3CC(C)(C)CC2)C(=O)OC2OCC(C(C2OC2OC(C)C(C(C2O)O)OC2OCC(C(C2O)OC2OC(C)C(C(C2OC2OCC(C(C2O)O)O)O)O)O)O)O)O)C)C)C(C(C1O)O)O
InChI InChI=1S/C70H112O35/c1-25-39(78)45(84)56(103-57-47(86)40(79)29(72)22-92-57)63(95-25)101-53-31(74)24-93-58(50(53)89)100-52-26(2)96-59(49(88)46(52)85)104-55-41(80)30(73)23-94-62(55)105-64(91)70-17-16-65(3,4)19-28(70)27-10-11-35-67(7)14-13-37(66(5,6)34(67)12-15-68(35,8)69(27,9)20-36(70)75)99-61-51(90)54(43(82)32(97-61)18-38(76)77)102-60-48(87)44(83)42(81)33(21-71)98-60/h10,25-26,28-37,39-63,71-75,78-90H,11-24H2,1-9H3,(H,76,77)/t25?,26?,28?,29?,30?,31?,32?,33?,34?,35?,36-,37+,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49?,50?,51?,52?,53?,54?,55?,56?,57?,58?,59?,60?,61?,62?,63?,67+,68-,69-,70-/m1/s1
InChIKey GRUYBQDUACEULO-YQSHINKGSA-N
Formula C70H112O35
HBA 34
HBD 19
MW 1513.63
Rotatable Bonds 17
TPSA 547.73
LogP -5.14
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 105
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 1512.7
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Spergularia marginata Caryophyllaceae Plantae 157640

Showing of synonyms

  • Pertuit D, Larshini M, et al. (2017). Triterpenoid saponins from the roots of Spergularia marginata. Phytochemistry, 2017, 139, 81-87. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC(CC3)CC(CC4)C3C(CC5)C4C(CC6)C=5C(CCCC7)C67C(=O)OC(OCCC8)C8OC(OC9)CCC9OC(OCC1)CC1OC(OCCC1)C1OC1CCCCO1

Level: 7

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(OC8)CCC8OC(OCC9)CC9OC(OCCC1)C1OC1CCCCO1

Level: 6

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC(OCCC7)C7OC(OC8)CCC8OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC(OCC8)CC8OC(OCCC9)C9OC1CCCCO1

Level: 5

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(OCC3)OC4CCC(OC4)OC5CCCOC5

Level: 4

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 3

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(OCC3)OC4CCCOC4

Level: 3

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 1

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 1

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1513.63 g/mol

Structure

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

Level: 0

Mol. Weight: 1513.63 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1513.63 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
101708203494193760000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
13292056999353343000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
0.2
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
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
1.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-309143173619444300000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-126226810363951.88
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
-24124445536552340000000000
Rat (Acute)
19455362882.73
Rat (Chronic Oral)
51744822868663816
Fathead Minnow
30451978912264568000000
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
2713331242173174700000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1508341194167749000
Log(P)
-175588733645314.88
Log S
-2.17
Log(Vapor Pressure)
-89348630616735320000000
Melting Point
-27149844792642756
pKa Acid
-651045554218680300000
pKa Basic
-5237642527186615000

No predicted protein targets found for this compound.

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