Myricanol - Compound Card

Myricanol

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Myricanol

Structure
Zoomed Structure
  • Family: Plantae - Myricaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles COc1c2cc(c(c1OC)O)CCCC[C@H](CCc1cc2c(O)cc1)O
InChI InChI=1S/C21H26O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,15,22-24H,3-7,9H2,1-2H3/t15-/m1/s1
InChIKey SBGBAZQAEOWGFT-OAHLLOKOSA-N
Formula C21H26O5
HBA 5
HBD 3
MW 358.43
Rotatable Bonds 2
TPSA 79.15
LogP 3.8
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.43
Exact Mass 358.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Myrica arborea Myricaceae Plantae 3509

Showing of synonyms

  • Tene M. (2014). Study of a Model of Semi-Linear Volterra Integral Equation with Memory Effect in One Dimension. Doctorat 3 cycle (M. Tene), Faculty of Sciences, University of Yaounde I, Cameroon. [View]
CPRiL: 120840
Structure

SMILES: c12c3cc(ccc3)CCCCCCCc(c1)ccc2

Level: 0

Mol. Weight: 358.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.08
Plasma Protein Binding
65.42
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
7.88
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.54
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.7
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.02
Micronucleos
Toxic
NR-AhR
Toxic
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
-2.2
Rat (Acute)
2.04
Rat (Chronic Oral)
2.55
Fathead Minnow
4.33
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
438.71
Hydration Free Energy
-9.16
Log(D) at pH=7.4
2.94
Log(P)
3.12
Log S
-3.8
Log(Vapor Pressure)
-7.62
Melting Point
170.75
pKa Acid
9.38
pKa Basic
5.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9594
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9340
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9158
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9075
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9043
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8978
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8934
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8869
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.8840
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8802
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8790
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8736
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8675
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8626
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8600
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.8598
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.8584
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8546
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.8540
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8535
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8505
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8434
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8411
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8377
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8367
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8348
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8325
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8294
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.8286
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.8268
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8259
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8244
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8234
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8201
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8194
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8183
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8181
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8147
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8139
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8053
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8050
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7959
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7928
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7926
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7914
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7897
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7893
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7874
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7868
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7857
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7844
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7840
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7824
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7824
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7814
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7803
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7799
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7781
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7779
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7779
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7758
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7744
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7737
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7734
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7721
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7714
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7706
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7703
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7700
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7662
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7645
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 4 0.7644
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7637
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7632
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7621
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7618
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7607
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7594
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7567
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7559
L-aspartate semialdehyde sulfurtransferase Q57564 Y100_METJA Methanocaldococcus jannaschii 4 0.7536
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7528
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7494
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.7488
Putative snRNP Sm-like protein Q8ZYG5 Q8ZYG5_PYRAE Pyrobaculum aerophilum 3 0.7480
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7467
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7464
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7463
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7441
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7437
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7434
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7411
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7409
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7403
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7400
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7381
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7376
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7351
Transthyretin P02766 TTHY_HUMAN Homo sapiens 3 0.7347
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7344
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7330
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7322
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7320
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7306
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7305
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7296
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7285
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 4 0.7283
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7270
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7268
Archaeal actin homolog Q9HKL4 ACTH_THEAC Thermoplasma acidophilum 2 0.7261
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7246
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7245
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7226
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7215
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7213
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7209
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7204
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7203
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7202
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7189
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7184
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7177
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7175
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7158
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7155
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7154
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7149
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7149
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7148
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7140
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7135
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7133
Rho family GTPase C4M4W4 C4M4W4_ENTHI Entamoeba histolytica 4 0.7131
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7130
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7130
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7124
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7123
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7119
YbaK/aminoacyl-tRNA synthetase-associated domain-containing protein Q5SHN1 Q5SHN1_THET8 Thermus thermophilus 3 0.7119
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7113
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7113
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7096
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7082
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7081
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7080
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7073
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7066
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7064
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7059
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7057
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7054
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7051
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7050
Transitional endoplasmic reticulum ATPase P55072 TERA_HUMAN Homo sapiens 3 0.7046
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7042
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7040
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7033
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase P23970 MEND_BACSU Bacillus subtilis 3 0.7024
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7018
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7017
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7016
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7015
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7014
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7007
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7004
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7001

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