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Leptocarposide C

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)CC[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)OC(=O)CC(OC(=O)CC(O)C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C61H96O27/c1-25(63)19-36(66)80-26(2)20-37(67)84-47-28(4)82-53(48(45(47)75)86-51-44(74)41(71)46(27(3)81-51)85-50-42(72)38(68)32(65)24-79-50)88-55(78)61-17-15-56(5,6)21-30(61)29-11-12-34-57(7)22-31(64)49(87-52-43(73)40(70)39(69)33(23-62)83-52)60(10,54(76)77)35(57)13-14-59(34,9)58(29,8)16-18-61/h11,25-28,30-35,38-53,62-65,68-75H,12-24H2,1-10H3,(H,76,77)/t25?,26?,27-,28+,30-,31-,32+,33+,34+,35+,38-,39+,40-,41-,42+,43+,44+,45-,46-,47-,48+,49-,50-,51-,52-,53-,57+,58+,59+,60-,61-/m0/s1
InChIKey	PBZXLHPKAMBOMM-QUCRJPRQSA-N
Formula	C₆₁H₉₆O₂₇
HBA	26
HBD	13
MW	1261.41
Rotatable Bonds	16
TPSA	423.57
LogP	-0.66
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	88
Formal Charge	0
Fraction CSP3	0.9
Exact Mass	1260.61
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: 132556722

No compound-protein relationship available.

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

Level: 4

Mol. Weight: 1261.41 g/mol

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

Level: 3

Mol. Weight: 1261.41 g/mol

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

Level: 3

Mol. Weight: 1261.41 g/mol

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

Level: 2

Mol. Weight: 1261.41 g/mol

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

Level: 2

Mol. Weight: 1261.41 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1261.41 g/mol

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

Level: 1

Mol. Weight: 1261.41 g/mol

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

Level: 1

Mol. Weight: 1261.41 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1261.41 g/mol

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

Level: 0

Mol. Weight: 1261.41 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1261.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.02
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 16116682585.780
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2106259373678.09

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.940
Plasma Protein Binding: 80.29
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: 2.620
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -48986819691.900
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -20002.860
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: -3822759379142796.000
Rat (Acute): 3.460
Rat (Chronic Oral): 8199485.960
Fathead Minnow: 4825421405385.250
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: 429954463813926.312
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -239011786.520
Log(P): -27821.56
Log S: -2.89
Log(Vapor Pressure): -14158179444889.85
Melting Point: -4298230.35
pKa Acid: -103164676960.92
pKa Basic: -829956777.14

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	4	0.7294
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7095
Calpain-9	O14815	CAN9_HUMAN	Homo sapiens	4	0.7061

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