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3-O-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

Family: Plantae - Caryophyllaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Saponin Glycoside

Canonical Smiles	OC(=O)CC1OC(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/C64H102O30/c1-24-37(71)42(76)51(92-52-44(78)38(72)28(65)21-83-52)57(86-24)91-49-30(67)23-84-53(47(49)81)90-48-25(2)87-54(46(80)43(48)77)93-50-39(73)29(66)22-85-56(50)94-58(82)64-17-16-59(3,4)19-27(64)26-10-11-33-61(7)14-13-35(89-55-45(79)41(75)40(74)31(88-55)18-36(69)70)60(5,6)32(61)12-15-62(33,8)63(26,9)20-34(64)68/h10,24-25,27-35,37-57,65-68,71-81H,11-23H2,1-9H3,(H,69,70)/t24?,25?,27?,28?,29?,30?,31?,32?,33?,34-,35+,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49?,50?,51?,52?,53?,54?,55?,56?,57?,61+,62-,63-,64-/m1/s1
InChIKey	LJWQSIOBIXWYOH-DNNVAMSVSA-N
Formula	C₆₄H₁₀₂O₃₀
HBA	29
HBD	16
MW	1351.49
Rotatable Bonds	14
TPSA	468.58
LogP	-2.96
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	94
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	1350.65
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.

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: 1351.49 g/mol

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: 1351.49 g/mol

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: 1351.49 g/mol

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

Level: 4

Mol. Weight: 1351.49 g/mol

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

Level: 4

Mol. Weight: 1351.49 g/mol

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

Level: 4

Mol. Weight: 1351.49 g/mol

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

Level: 3

Mol. Weight: 1351.49 g/mol

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

Level: 3

Mol. Weight: 1351.49 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCCOC4

Level: 3

Mol. Weight: 1351.49 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(OCC3)OC4CCCOC4

Level: 3

Mol. Weight: 1351.49 g/mol

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

Level: 2

Mol. Weight: 1351.49 g/mol

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

Level: 2

Mol. Weight: 1351.49 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1351.49 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1351.49 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1351.49 g/mol

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

Level: 1

Mol. Weight: 1351.49 g/mol

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

Level: 1

Mol. Weight: 1351.49 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1351.49 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1351.49 g/mol

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

Level: 0

Mol. Weight: 1351.49 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1351.49 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: 559088756296089.7
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 73066373474333460

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.77
Plasma Protein Binding: 8.68
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: 1.09
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -1699358423459909.0
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -693868149.13
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: -132611945125895780000
Rat (Acute): 106864.28
Rat (Chronic Oral): 284441048725.36
Fathead Minnow: 167394414730723550
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: 14915168620858080000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -8291345694647.77
Log(P): -965210378.1
Log S: -2.8
Log(Vapor Pressure): -491149000001973600
Melting Point: -149242539615.75
pKa Acid: -3578794439298043.0
pKa Basic: -28791296009945.62

No predicted protein targets found for this compound.

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