3-O-beta-D-glucopyranosyl-(1→4)-3-O-sulfate-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→4)-3-O-sulfate-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→4)-3-O-sulfate-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(CC(=O)O)OC(C(C2OS(=O)(=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(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/C70H112O38S/c1-25-39(78)44(83)56(105-57-46(85)40(79)29(72)22-94-57)63(97-25)103-52-31(74)24-95-58(49(52)88)102-51-26(2)98-59(48(87)45(51)84)106-55-41(80)30(73)23-96-62(55)107-64(90)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)101-61-50(89)54(108-109(91,92)93)53(32(99-61)18-38(76)77)104-60-47(86)43(82)42(81)33(21-71)100-60/h10,25-26,28-37,39-63,71-75,78-89H,11-24H2,1-9H3,(H,76,77)(H,91,92,93)/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 YTDMZPLRJZXKLL-YQSHINKGSA-N
Formula C70H112O38S
HBA 36
HBD 19
MW 1593.7
Rotatable Bonds 19
TPSA 591.1
LogP -5.31
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 109
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 1592.66
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: O1CCCCC1OC2CCC(OC2)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: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OC1)CCC1OC1CCCCO1

Level: 6

Mol. Weight: 1593.7 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: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1593.7 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: 1593.7 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: 1593.7 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: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1593.7 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: 1593.7 g/mol

Structure

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

Level: 4

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 3

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 3

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(OCC3)OC4CCCOC4

Level: 3

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 1

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 1

Mol. Weight: 1593.7 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1593.7 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1593.7 g/mol

Structure

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

Level: 0

Mol. Weight: 1593.7 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1593.7 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
38604006981053400000000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
5045086919993910000000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.99
Plasma Protein Binding
11.58
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
0.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-117337273425834040000000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-47910189734695220
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
-9156589989867709000000000000
Rat (Acute)
7384410992738.82
Rat (Chronic Oral)
19640085262068326000
Fathead Minnow
11558232142534752000000000
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
1029862390767075700000000000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-572500803424206650000
Log(P)
-66645846043049210
Log S
-1.03
Log(Vapor Pressure)
-33912852066795370000000000
Melting Point
-10304899215915727000
pKa Acid
-247108663527490500000000
pKa Basic
-1987981354237340000000

No predicted protein targets found for this compound.

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