Integrifoliodiol - Compound Card

Integrifoliodiol

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Integrifoliodiol

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Phenylpropanoid
Canonical Smiles OC/C=C/c1ccc(cc1)OC/C=C(/CO)\C
InChI InChI=1S/C14H18O3/c1-12(11-16)8-10-17-14-6-4-13(5-7-14)3-2-9-15/h2-8,15-16H,9-11H2,1H3/b3-2+,12-8+
InChIKey HBYDSAUNWMQLKR-NQPRBDNZSA-N
Formula C14H18O3
HBA 3
HBD 2
MW 234.29
Rotatable Bonds 6
TPSA 49.69
LogP 2.01
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 234.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zanthoxylum tessmannii Rutaceae Plantae 1291627

Showing of synonyms

  • Kenmoe Djeukeu C, Kouam Kenmogne A, et al. (2019). A New Aromatic Amide from the Roots of Zanthoxylum tessmannii (Rutaceae).. Chemistry & biodiversity,2019, 16(4), e1800590. [View] [PubMed]
Pubchem: 132535187
Nmrshiftdb2: 60077416

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 234.29 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.68
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.63
Plasma Protein Binding
38.39
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.73
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.7
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.94
Micronucleos
Safe
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
1.57
Rat (Acute)
1.96
Rat (Chronic Oral)
2.32
Fathead Minnow
4.64
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
346.98
Hydration Free Energy
-11.84
Log(D) at pH=7.4
1.4
Log(P)
1.91
Log S
-2.64
Log(Vapor Pressure)
-5.81
Melting Point
106.47
pKa Acid
11.35
pKa Basic
4.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.9730
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9455
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9336
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9248
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9186
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9159
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 3 0.9144
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 3 0.9125
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8951
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8803
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8742
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8721
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8717
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8651
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8645
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8640
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8575
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8422
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8303
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.8230
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8203
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8197
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8177
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7948
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7946
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7941
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7921
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7899
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7816
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7803
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7798
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7794
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7783
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7780
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 3 0.7738
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7699
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7691
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7679
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7652
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7626
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7620
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7608
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7580
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7570
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7569
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7558
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 4 0.7517
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7479
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7468
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7457
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7451
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7424
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7421
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7409
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7397
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7393
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7390
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7385
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7381
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7377
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7372
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7366
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7356
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7351
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7340
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7335
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7313
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7297
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7286
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7285
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7281
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7275
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7274
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7273
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7273
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7273
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 2 0.7266
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7261
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7257
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7256
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7244
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7238
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7236
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7231
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7230
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7218
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7208
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7205
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7199
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7193
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7186
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7184
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7183
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7171
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7163
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7158
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7156
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7155
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7152
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7149
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7146
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7142
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7139
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7131
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7128
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7126
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7121
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7118
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7115
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7109
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7107
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7101
Glycoside Hydrolase Family 13 Q65MI2 Q65MI2_BACLD Bacillus licheniformis 2 0.7100
Gamma-aminobutyric acid type B receptor subunit 1 Q9UBS5 GABR1_HUMAN Homo sapiens 2 0.7089
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 2 0.7081
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7071
Protein claret segregational P20480 NCD_DROME Drosophila melanogaster 2 0.7070
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7061
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7050
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7048
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7038
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7036
Nucleoside diphosphate kinase A5J299 A5J299_PENVA Penaeus vannamei 2 0.7032
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7027
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7023
Carboxypeptidase A1 P00730 CBPA1_BOVIN Bos taurus 2 0.7022
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7022
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7017
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 2 0.7016
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7013
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 2 0.7012
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7002

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