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Jujuboside C

Family: Plantae - Rhamnaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Dammarane Saponin

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@@H](O)CO[C@H]([C@@H]3O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC[C@H]4[C@@]53CO[C@]3(C5)[C@@H]4[C@@](C)(O)C[C@@H](O3)C=C(C)C)C)C)O[C@@H]([C@H]([C@@H]2O)O)CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C59H96O27/c1-23(2)15-25-16-57(8,74)48-26-9-10-32-55(6)13-12-33(54(4,5)31(55)11-14-56(32,7)58(26)21-59(48,86-25)77-22-58)82-52-47(85-50-43(72)38(67)34(63)24(3)78-50)45(27(62)19-75-52)83-53-46(84-51-44(73)40(69)36(65)29(18-61)80-51)41(70)37(66)30(81-53)20-76-49-42(71)39(68)35(64)28(17-60)79-49/h15,24-53,60-74H,9-14,16-22H2,1-8H3/t24-,25-,26+,27-,28+,29+,30+,31-,32+,33-,34-,35+,36+,37+,38+,39-,40-,41-,42+,43+,44+,45-,46+,47+,48-,49+,50-,51-,52-,53-,55-,56+,57-,58-,59-/m0/s1
InChIKey	GZXHBOYNBUVMSN-YHGAVMBVSA-N
Formula	C₅₉H₉₆O₂₇
HBA	27
HBD	15
MW	1237.39
Rotatable Bonds	14
TPSA	414.21
LogP	-3.36
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	86
Formal Charge	0
Fraction CSP3	0.97
Exact Mass	1236.61
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Zizyphus lotus	Rhamnaceae	Plantae	3867

Showing of synonyms

Renault J.H, Ghedira K, et al. (1997). Dammarane saponins from Zizyphus lotus. Phytochemistry, 1997, 44(7), 1321-7. [View] [PubMed]

Pubchem: 71448946

Cas: 194852-14-7

Nmrshiftdb2: 70001450

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(C4OC5CCCCO5)CCOC4OC(C6)CCC7C6CCC8C7CCC(C189)C2C(C9)(OC1)OCCC2

Level: 5

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(C3OC4CCCCO4)CCOC3OC(C5)CCC6C5CCC7C6CCC(C789)C1C(C8)(OC9)OCCC1

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC4CC(OCC4)OC(C5)CCC6C5CCC7C6CCC(C789)C1C(C8)(OC9)OCCC1

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7OCCC(C7OC8CCCCO8)OC(OCCC9)C9OC1CCCCO1

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC4C(COCC4)OC5CCCCO5

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3CC(OCC3)OC(C4)CCC5C4CCC6C5CCC(C678)C9C(C7)(OC8)OCCC9

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCC7)CC7OC(OCCC8)C8OC9CCCCO9

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3C(COCC3)OC4CCCCO4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC4CCOCC4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC(COCC2)C2OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCC7)CC7OC8CCCCO8

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3CCOCC3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7CCCCO7

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCCC6

Level: 0

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1237.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.49
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 546946402952.190
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 71479474462585.4

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.600
Plasma Protein Binding: 65.91
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: 0.810
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -1662450636369.740
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -678798.730
Liver Injury II: Safe
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: -129731808200048496.000
Rat (Acute): 47.630
Rat (Chronic Oral): 278263338.000
Fathead Minnow: 163758738739852.625
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 14591232386160578.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -8111269545.180
Log(P): -944247.01
Log S: -2.28
Log(Vapor Pressure): -480481941550051.4
Melting Point: -145998006.14
pKa Acid: -3501067921207.03
pKa Basic: -28165995647.97

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7527

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