ANPDB

Select a section from the left sidebar

Nuzhenide di (11-methyloleoside)

Family: Plantae - Oleaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Secoiridoid Glucoside

Canonical Smiles	OC[C@@H]1OC(OC2OC=C(C(/C/2=C/C)CC(=O)O[C@H]2[C@H](O)C(O[C@H]([C@@H]2O)COC(=O)CC2C(=COC(/C/2=C\C)OC2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)C(=O)OC)OC2OC=C(C(/C/2=C/C)CC(=O)OC[C@H]2OC(OCCc3ccc(cc3)O)[C@@H]([C@H]([C@@H]2O)O)O)C(=O)OC)C(=O)OC)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C65H86O37/c1-7-28-31(34(56(83)86-4)21-92-59(28)100-63-52(80)48(76)44(72)37(19-66)95-63)17-42(70)91-25-40-47(75)55(99-43(71)18-33-30(9-3)60(93-23-36(33)58(85)88-6)101-64-53(81)49(77)45(73)38(20-67)96-64)54(82)65(98-40)102-61-29(8-2)32(35(22-94-61)57(84)87-5)16-41(69)90-24-39-46(74)50(78)51(79)62(97-39)89-15-14-26-10-12-27(68)13-11-26/h7-13,21-23,31-33,37-40,44-55,59-68,72-82H,14-20,24-25H2,1-6H3/b28-7-,29-8-,30-9-/t31?,32?,33?,37-,38-,39+,40-,44-,45-,46+,47-,48+,49+,50-,51+,52-,53-,54-,55+,59?,60?,61?,62?,63?,64?,65?/m0/s1
InChIKey	VGFNVVKGPODNKJ-RFPKOJSGSA-N
Formula	C₆₅H₈₆O₃₇
HBA	37
HBD	14
MW	1459.37
Rotatable Bonds	26
TPSA	542.55
LogP	-5.05
Number Rings	8
Number Aromatic Rings	1
Heavy Atom Count	102
Formal Charge	0
Fraction CSP3	0.63
Exact Mass	1458.48
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Fraxinus angustifolia	Oleaceae	Plantae	166594

Showing of synonyms

García-Villalba R, Tomás-Barberán FA, et al. (2015). Targeted and untargeted metabolomics to explore the bioavailability of the secoiridoids from a seed/fruit extract (Fraxinus angustifolia Vahl) in human healthy volunteers: a preliminary study. Molecules,2015,20(12),22202-22219. [View] [PubMed]

Pubchem: 163189982

Nmrshiftdb2: 70090509

No compound-protein relationship available.

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(OC(=O)CC(C4=C)C=COC4OC5CCCCO5)CC(O3)OC6OC=CC(C6=C)CC(=O)OCC7CCCC(O7)OCCc8ccccc8

Level: 7

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(O4)CC(CC4COC(=O)CC(C5=C)C=COC5)OC(=O)CC(C6=C)C=COC6OC7CCCCO7

Level: 6

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(OC(=O)CC(C4=C)C=COC4)CC(O3)OC5OC=CC(C5=C)CC(=O)OCC6CCCC(O6)OCCc7ccccc7

Level: 6

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(OC(=O)CC(C4=C)C=COC4OC5CCCCO5)CC(O3)OC6OC=CC(C6=C)CC(=O)OCC7CCCCO7

Level: 6

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(O4)CC(OC(=O)CC(C5=C)C=COC5)CC4COC(=O)CC(C6=C)C=COC6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(OC(=O)CC(C4=C)C=COC4)CC(O3)OC5OC=CC(C5=C)CC(=O)OCC6CCCCO6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC(O3)CC(CC3COC(=O)CC(C4=C)C=COC4)OC(=O)CC(C5=C)C=COC5OC6CCCCO6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(O4)CCCC4COC(=O)CC(C5=C)C=COC5OC6CCCCO6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(OCC4)CC4OC(=O)CC(C5=C)C=COC5OC6CCCCO6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(CC(O3)OC(C4=C)OC=CC4)OC(=O)CC(C5=C)C=COC5OC6CCCCO6

Level: 5

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC(O3)CC(OC(=O)CC(C4=C)C=COC4)CC3COC(=O)CC(C5=C)C=COC5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(O4)CCCC4COC(=O)CC(C5=C)C=COC5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC(O2)CCCC2COC(=O)CC(C3=C)C=COC3OC(OCC4)CC4OC(=O)CC(C5=C)C=COC5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CCCC(O3)OC4OC=CC(C4=C)CC(=O)OCC5CCCCO5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(CC(O3)OC(C4=C)OC=CC4)OC(=O)CC(C5=C)C=COC5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CC(CC(O2)OC(C3=C)OC=CC3)OC(=O)CC(C4=C)C=COC4OC5CCCCO5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(CCO3)OC(=O)CC(C4=C)C=COC4OC5CCCCO5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC(OCC3)CC3OC(=O)CC(C4=C)C=COC4OC5CCCCO5

Level: 4

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC(O3)CCCC3COC(=O)CC(C4=C)C=COC4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CC(CC(O2)OC(C3=C)OC=CC3)OC(=O)CC(C4=C)C=COC4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CC(CCO3)OC(=O)CC(C4=C)C=COC4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC(OCC3)CC3OC(=O)CC(C4=C)C=COC4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CC(CCO2)OC(=O)CC(C3=C)C=COC3OC4CCCCO4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CCCC(O3)OCCc4ccccc4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCC3CCCC(O3)OC(C4=C)OC=CC4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: C1C=COC(C1=C)OC(OCC2)CC2OC(=O)CC(C3=C)C=COC3OC4CCCCO4

Level: 3

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CC(CCO2)OC(=O)CC(C3=C)C=COC3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CCCC(O2)OCCc3ccccc3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CCCC(O2)OC(C3=C)OC=CC3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: O1CCCCC1COC(=O)CC(C2=C)C=COC2OC3CCCCO3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OC2CC(OCC2)OC(C3=C)OC=CC3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: C1COCCC1OC(=O)CC(C2=C)C=COC2OC3CCCCO3

Level: 2

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 1459.37 g/mol

SMILES: C1OC=CC(C1=C)CC(=O)OC2CCOCC2

Level: 1

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 1459.37 g/mol

SMILES: C1C=COC(C1=C)OC2CCCCO2

Level: 1

Mol. Weight: 1459.37 g/mol

SMILES: C=C1CC=COC1

Level: 0

Mol. Weight: 1459.37 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1459.37 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1459.37 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: 7894441859356090.0
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1031710846471854300

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.19
Plasma Protein Binding: 14.79
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: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 3.7
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -23995259436791456
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -9797550841.42
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: -1872505432488674600000
Rat (Acute): 1510005.21
Rat (Chronic Oral): 4016360059345.62
Fathead Minnow: 2363638537641190000
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: 210604965199299600000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -117075334402038.95
Log(P): -13628952031.92
Log S: -2.96
Log(Vapor Pressure): -6935114404338405000
Melting Point: -2107332673094.58
pKa Acid: -50533257581183920
pKa Basic: -406538479976354.06

No predicted protein targets found for this compound.

Download SDF