Parmentin B - Compound Card

Parmentin B

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Parmentin B

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Phenolic Acid Glycoside
Canonical Smiles Oc1ccc(cc1)C(=O)OC[C@H]1O[C@@H](Oc2cccc(c2C(=O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C20H20O11/c21-10-6-4-9(5-7-10)19(28)29-8-13-15(23)16(24)17(25)20(31-13)30-12-3-1-2-11(22)14(12)18(26)27/h1-7,13,15-17,20-25H,8H2,(H,26,27)/t13-,15-,16+,17-,20-/m1/s1
InChIKey KENMNUYQYGNWNL-UJRRQQMQSA-N
Formula C20H20O11
HBA 10
HBD 6
MW 436.37
Rotatable Bonds 6
TPSA 183.21
LogP -0.16
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 436.1
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Parmentiera cereifera Bignoniaceae Plantae 163100

Showing of synonyms

  • Abdel-Wahab NM, Hamed ANE, et al. (2014). Phenolic acid glycosides from Parmentiera cereifera Seem. (Candle tree). Phytochemistry Letters,2014,9,74-77. [View]
Pubchem: 102138461
Nmrshiftdb2: 70106610

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)Oc3ccccc3

Level: 2

Mol. Weight: 436.37 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 436.37 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 436.37 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 436.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 436.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.090
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.020
Plasma Protein Binding
88.48
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.320
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.390
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.030
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.950
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
-31.630
Rat (Acute)
2.060
Rat (Chronic Oral)
3.900
Fathead Minnow
3.850
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
492.030
Hydration Free Energy
-6.450
Log(D) at pH=7.4
0.020
Log(P)
1.17
Log S
-2.78
Log(Vapor Pressure)
-13.46
Melting Point
208.14
pKa Acid
4.82
pKa Basic
4.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9572
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9572
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9550
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9550
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9003
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9003
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8919
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8919
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8861
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8861
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8744
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8744
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8602
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8602
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8590
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8590
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8588
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8588
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8532
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8532
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8457
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8457
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8398
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8398
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8367
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8367
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.8339
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.8339
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8294
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8294
ADP-ribosyl-[dinitrogen reductase] hydrolase A7XNI2 A7XNI2_AZOBR Azospirillum brasilense 3 0.8269
ADP-ribosyl-[dinitrogen reductase] hydrolase A7XNI2 A7XNI2_AZOBR Azospirillum brasilense 3 0.8269
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8093
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8093
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8073
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8073
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8051
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8051
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8034
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8034
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.8001
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.8001
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7990
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7990
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7974
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7974
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7966
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7966
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7897
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7897
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7885
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7885
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7876
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7876
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7854
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7854
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7812
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7812
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7809
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7809
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7808
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7808
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7788
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7788
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7755
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7755
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7723
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7723
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7703
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7703
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7614
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7614
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7599
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7599
Transcriptional regulator URE2 P23202 URE2_YEAST Saccharomyces cerevisiae 3 0.7535
Transcriptional regulator URE2 P23202 URE2_YEAST Saccharomyces cerevisiae 3 0.7535
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7530
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7530
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7507
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7507
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7504
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7504
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7482
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7482
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7455
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7455
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7432
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7432
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7427
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7427
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7379
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7379
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7362
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7362
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7345
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7345
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7338
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7338
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7316
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7316
Thymidylate kinase Q8I4S1 Q8I4S1_PLAF7 Plasmodium falciparum 4 0.7302
Thymidylate kinase Q8I4S1 Q8I4S1_PLAF7 Plasmodium falciparum 4 0.7302
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7286
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7286
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7277
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7277
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.7276
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.7276
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7274
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7274
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7260
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7260
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7236
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7236
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7203
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7203
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7194
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7194
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7185
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7185
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7150
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7150
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7144
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7144
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7144
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7144
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7142
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7142
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7139
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7139
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7130
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7130
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 3 0.7120
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 3 0.7120
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7119
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7119
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7118
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7118
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7094
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7094
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7088
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7088
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7066
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7066
High affinity transport system protein p37 P15363 P37_MYCHR Mesomycoplasma hyorhinis 3 0.7054
High affinity transport system protein p37 P15363 P37_MYCHR Mesomycoplasma hyorhinis 3 0.7054
Sensor histidine kinase EnvZ P0AEJ4 ENVZ_ECOLI Escherichia coli 3 0.7050
Sensor histidine kinase EnvZ P0AEJ4 ENVZ_ECOLI Escherichia coli 3 0.7050
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7037
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7037
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7037
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7037
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7033
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7033
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7021
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7021
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7012
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7012
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7009
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7009
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7008
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7008
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7004
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7004
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7002
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7002

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