1,8-dimethoxynaphthalene - Compound Card

1,8-dimethoxynaphthalene

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1,8-dimethoxynaphthalene

Structure
Zoomed Structure
  • Family: Fungi - Xylariaceae
  • Kingdom: Fungi
  • Class: Naphthalene
Canonical Smiles COc1cccc2c1c(OC)ccc2
InChI InChI=1S/C12H12O2/c1-13-10-7-3-5-9-6-4-8-11(14-2)12(9)10/h3-8H,1-2H3
InChIKey QRPDMEIIZPOYED-UHFFFAOYSA-N
Formula C12H12O2
HBA 2
HBD 0
MW 188.23
Rotatable Bonds 2
TPSA 18.46
LogP 2.86
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.17
Exact Mass 188.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Xylaria sp Xylariaceae Fungi 1715255

Showing of synonyms

  • Tegha HF, Jouda J-B, et al. (2021). A new chromene derivative and a new polyalcohol isolated from the fungus Xylaria sp. 111A associated with Garcinia polyantha leaves. Natural product communications, 2021, 16(1), 1-5. [View]
Pubchem: 3998082
Nmrshiftdb2: 70010779

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 188.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.770
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.920
Plasma Protein Binding
40.75
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.100
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.430
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.680
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
3.490
Rat (Acute)
1.780
Rat (Chronic Oral)
2.090
Fathead Minnow
4.460
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
305.600
Hydration Free Energy
-6.140
Log(D) at pH=7.4
2.800
Log(P)
3.29
Log S
-3.49
Log(Vapor Pressure)
-2.77
Melting Point
74.6
pKa Acid
12.79
pKa Basic
1.21
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 0.9674
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9606
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9524
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8908
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8827
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8573
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8485
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8220
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8177
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.8032
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8019
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7985
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7965
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7965
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7901
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7818
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7778
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7749
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7695
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7685
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7646
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7626
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7619
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7614
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7608
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7600
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7576
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7573
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7542
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7541
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7536
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7487
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7477
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7453
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7449
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7422
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7408
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7401
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7360
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7354
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7340
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7336
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7323
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7317
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7286
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7276
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7262
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7260
Methionine aminotransferase P77806 YBDL_ECOLI Escherichia coli 3 0.7258
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 2 0.7252
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7249
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7245
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7237
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7229
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7218
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7199
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7190
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7188
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7174
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 2 0.7165
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 2 0.7161
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 2 0.7147
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7142
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7114
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7107
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7099
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7097
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7093
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7086
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7079
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7067
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7065
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7059
cysteine-S-conjugate beta-lyase Q8DST5 Q8DST5_STRMU Streptococcus mutans serotype c 3 0.7044
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7040
Aromatic/aminoadipate aminotransferase 1 P53090 ARO8_YEAST Saccharomyces cerevisiae 3 0.7037

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