Nuezhenide 11-methyloleoside - Compound Card

Nuezhenide 11-methyloleoside

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Nuezhenide 11-methyloleoside

Structure
Zoomed Structure
  • Family: Plantae - Oleaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Secoiridoid Glucoside
Canonical Smiles C/C=C/1\C(OC=C(C1CC(=O)OC[C@H]1OC(OCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)C(=O)OC)OC1O[C@@H](COC(=O)CC2/C(=C/C)/C(OC=C2C(=O)OC)OC2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C48H64O27/c1-5-22-24(26(42(62)64-3)16-69-44(22)74-47-40(60)36(56)33(53)28(15-49)71-47)14-32(52)68-19-30-35(55)38(58)41(61)48(73-30)75-45-23(6-2)25(27(17-70-45)43(63)65-4)13-31(51)67-18-29-34(54)37(57)39(59)46(72-29)66-12-11-20-7-9-21(50)10-8-20/h5-10,16-17,24-25,28-30,33-41,44-50,53-61H,11-15,18-19H2,1-4H3/b22-5-,23-6-/t24?,25?,28-,29+,30-,33-,34+,35-,36+,37-,38+,39+,40-,41-,44?,45?,46?,47?,48?/m0/s1
InChIKey GUDKTACLTJWOGL-XLDPFCRCSA-N
Formula C48H64O27
HBA 27
HBD 11
MW 1073.01
Rotatable Bonds 19
TPSA 401.57
LogP -3.78
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 75
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 1072.36
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Olea europaea Oleaceae Plantae 4146

Showing of synonyms

  • Ben Mansour A, Porter EA, et al. (2015). Phenolic profile characterization of Chemlali olive stones by liquid chromatography-ion trap mass spectrometry. Journal of Agricultural and Food Chemistry,2015,63(7),1990-1995. [View]
Pubchem: 162817136
Nmrshiftdb2: 70070451

No compound-protein relationship available.

Structure

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

Level: 5

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 4

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 4

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 3

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 3

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 3

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 2

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 2

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 2

Mol. Weight: 1073.01 g/mol

Structure

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

Level: 1

Mol. Weight: 1073.01 g/mol

Structure

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 1073.01 g/mol

Structure

SMILES: C1C=COC(C1=C)OC2CCCCO2

Level: 1

Mol. Weight: 1073.01 g/mol

Structure

SMILES: C=C1CC=COC1

Level: 0

Mol. Weight: 1073.01 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1073.01 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1073.01 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.43
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
249569.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
32616649.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
24.48
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-758585.83
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.17
Liver Injury II
Safe
hERG Blockers
Safe
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
-59197653986.74
Rat (Acute)
2.98
Rat (Chronic Oral)
129.22
Fathead Minnow
74724406.31
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
6658087526.43
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-3692.77
Log(P)
-2.34
Log S
-2.62
Log(Vapor Pressure)
-219247354.54
Melting Point
209.46
pKa Acid
-1597472.98
pKa Basic
-12841.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9179
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9179
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8925
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8925
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8916
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8916
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8620
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8620
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8608
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8608
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8591
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8591
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8466
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8466
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8266
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8266
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8191
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8191
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7951
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7951
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7837
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7837
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7827
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7827
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7761
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7761
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7558
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7558
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7517
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7517
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7510
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7510
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7507
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7507
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7482
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7482
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7455
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7455
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7445
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7445
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7401
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7401
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7384
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7384
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7376
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7376
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7372
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7372
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7366
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7366
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7274
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7274
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7265
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7265
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7257
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7257
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7248
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7248
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7244
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7244
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7233
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7233
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7227
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7227
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7209
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7209
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7208
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7208
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7199
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7199
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7182
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7182
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7169
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7169
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7155
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7155
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7149
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7149
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7148
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7148
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7140
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7140
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7135
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7135
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7130
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7130
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7129
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7129
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7115
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7115
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7115
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7115
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7112
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7112
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7091
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7091
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7059
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7059
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7058
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7058
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7057
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7057
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7056
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7056
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7051
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7051
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7038
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7038
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7033
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7033
Granule-bound starch synthase 1, chloroplastic/amyloplastic Q0DEV5 SSG1_ORYSJ Oryza sativa subsp. japonica 3 0.7032
Granule-bound starch synthase 1, chloroplastic/amyloplastic Q0DEV5 SSG1_ORYSJ Oryza sativa subsp. japonica 3 0.7032
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7015
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7015
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7009
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7009
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7009
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7009
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7007
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7007
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7006
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7006

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