ANPDB

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Leptocarposide D

Family: Plantae - Onagraceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H]([C@]2(C)C(=O)O)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)OC(=O)CC(OC(=O)CC(O)C)C)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
InChI	InChI=1S/C72H114O37/c1-26(75)17-40(80)98-27(2)18-41(81)103-54-29(4)100-64(57(56(54)106-60-49(89)43(83)34(78)25-97-60)107-61-51(91)46(86)53(28(3)99-61)104-59-48(88)42(82)33(77)24-96-59)109-66(95)72-16-15-67(5,6)19-31(72)30-11-12-37-68(7)20-32(76)58(71(10,65(93)94)38(68)13-14-69(37,8)70(30,9)21-39(72)79)108-63-52(92)47(87)55(36(23-74)102-63)105-62-50(90)45(85)44(84)35(22-73)101-62/h11,26-29,31-39,42-64,73-79,82-92H,12-25H2,1-10H3,(H,93,94)/t26?,27?,28-,29+,31-,32-,33+,34-,35+,36+,37+,38+,39+,42-,43-,44+,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+/m0/s1
InChIKey	NGRCOMRFENPMSW-LKFURIAHSA-N
Formula	C₇₂H₁₁₄O₃₇
HBA	36
HBD	19
MW	1571.67
Rotatable Bonds	21
TPSA	581.87
LogP	-5.4
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	109
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	1570.7
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ludwigia leptocarpa	Onagraceae	Plantae	1401410

Showing of synonyms

Mabou F, Ngnokam D, et al. (2015). New oleanane-type saponins: Leptocarposide B-D, from Ludwigia leptocarpa (Onagraceae). Phytochemistry Letters, 2015, 14, 159-164. [View]

Pubchem: 132556723

No compound-protein relationship available.

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OC4CCCCO4)CCOC3OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC(OC1)CCC1OC1CCCCO1

Level: 6

Mol. Weight: 1571.67 g/mol

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: 1571.67 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C=4C(CCCC6)C56C(=O)OC7OCCC(OC8CCCCO8)C7OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1571.67 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: 1571.67 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1571.67 g/mol

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

Level: 4

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1571.67 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6OCCC(OC7CCCCO7)C6OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1571.67 g/mol

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

Level: 3

Mol. Weight: 1571.67 g/mol

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

Level: 3

Mol. Weight: 1571.67 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 3

Mol. Weight: 1571.67 g/mol

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

Level: 3

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1571.67 g/mol

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

Level: 2

Mol. Weight: 1571.67 g/mol

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

Level: 2

Mol. Weight: 1571.67 g/mol

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

Level: 2

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1571.67 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1571.67 g/mol

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

Level: 1

Mol. Weight: 1571.67 g/mol

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

Level: 1

Mol. Weight: 1571.67 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1571.67 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1571.67 g/mol

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

Level: 0

Mol. Weight: 1571.67 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1571.67 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: 28743873352939954241536.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3756481548547511000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.840
Plasma Protein Binding: 51.08
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: Inhibitor

Excretion

Clearance: 1.820
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -87367254632228888510464.000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -35673071342616480.000
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
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: -6817832392975270146293628928.000
Rat (Acute): 5498299808156.930
Rat (Chronic Oral): 14623657058282092544.000
Fathead Minnow: 8606061093213968732782592.000
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: 766817235779021795693166592.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -426273899623433306112.000
Log(P): -49623304725094650
Log S: -1.74
Log(Vapor Pressure): -25250899125981600000000000
Melting Point: -7672843207857197000
pKa Acid: -183992608329750100000000
pKa Basic: -1480215166321700400000

No predicted protein targets found for this compound.

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