Methyl 3-formyl-2,4-dihydroxy-6-methyl benzoate - Compound Card

Methyl 3-formyl-2,4-dihydroxy-6-methyl benzoate

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Methyl 3-formyl-2,4-dihydroxy-6-methyl benzoate

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzophenone
Canonical Smiles COC(=O)c1c(C)cc(c(c1O)C=O)O
InChI InChI=1S/C10H10O5/c1-5-3-7(12)6(4-11)9(13)8(5)10(14)15-2/h3-4,12-13H,1-2H3
InChIKey PXFMUVDLJWXOQM-UHFFFAOYSA-N
Formula C10H10O5
HBA 5
HBD 2
MW 210.19
Rotatable Bonds 2
TPSA 83.83
LogP 1.01
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 210.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Harungana madagascariensis Hypericaceae Plantae 198768

Showing of synonyms

  • Kouam SF, Ngadjui BT, et al. (2005). Prenylated anthronoid antioxidants from the stem bark of Harungana madagascariensis.. Phytochemistry,2005, 66(10), 1174-1179. [View] [PubMed]
Pubchem: 591773
Chebi: 144173
Nmrshiftdb2: 60063957
Bindingdb: 50241521

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 210.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.44
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.520
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.340
Plasma Protein Binding
13.7
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
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
8.440
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.350
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.120
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.760
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
3.900
Rat (Acute)
2.170
Rat (Chronic Oral)
2.400
Fathead Minnow
4.000
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
314.670
Hydration Free Energy
-10.890
Log(D) at pH=7.4
1.650
Log(P)
2.4
Log S
-2.6
Log(Vapor Pressure)
-4.31
Melting Point
106.8
pKa Acid
6.05
pKa Basic
3.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9508
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.9357
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9090
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9014
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8872
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8845
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8683
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8558
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8555
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.8441
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8379
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8370
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8365
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8325
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8313
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8272
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.8182
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8091
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8081
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8073
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8055
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8042
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8037
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8017
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8008
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7902
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7889
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7847
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7836
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7818
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7818
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7810
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7773
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.7767
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7730
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7704
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7702
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7699
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7677
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7667
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7641
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7602
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7565
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7561
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7544
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7533
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7500
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7499
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7494
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7483
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7480
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7461
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7453
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7427
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7388
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7362
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7350
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7339
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7329
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7286
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7280
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7270
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7253
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7243
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7242
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7240
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7224
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7220
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7203
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7203
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7199
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7197
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7175
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7152
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7151
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7150
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7143
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7136
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7135
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7134
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7126
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7116
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7113
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7081
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7060
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7046
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7028

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