Trans-1(2H)-naphthalenone-3,4,4a,5,8,8a-hexahydro-8-methyl - Compound Card

Trans-1(2H)-naphthalenone-3,4,4a,5,8,8a-hexahydro-8-methyl

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Trans-1(2H)-naphthalenone-3,4,4a,5,8,8a-hexahydro-8-methyl

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
    • Subclass: Naphthalenone
Canonical Smiles O=C1CCCC2C1C(C)C=CC2
InChI InChI=1S/C11H16O/c1-8-4-2-5-9-6-3-7-10(12)11(8)9/h2,4,8-9,11H,3,5-7H2,1H3
InChIKey BTCZYJPSPRMTAM-UHFFFAOYSA-N
Formula C11H16O
HBA 1
HBD 0
MW 164.25
Rotatable Bonds 0
TPSA 17.07
LogP 2.57
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 12
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 164.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora quadricincta Burseraceae Plantae 2248429

Showing of synonyms

  • Assad YOH, Torto B, et al. (1997). Seasonal variation in the essential oil composition of Commiphora quadricincta and its effect on the maturation of immature adults of the desert locust, Schistocerca gregaria. Phytochemistry,1997,44(5),833-841. [View] [PubMed]
Pubchem: 15495198

No compound-protein relationship available.

Structure

SMILES: O=C1CCCC(C12)CC=CC2

Level: 0

Mol. Weight: 164.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.230
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.490
Plasma Protein Binding
31.79
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
11.080
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.280
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.670
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
3.090
Rat (Acute)
1.820
Rat (Chronic Oral)
1.700
Fathead Minnow
3.780
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
247.930
Hydration Free Energy
-4.490
Log(D) at pH=7.4
1.240
Log(P)
2.39
Log S
-2.32
Log(Vapor Pressure)
-1.12
Melting Point
-2.05
pKa Acid
11.85
pKa Basic
6.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9363
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9363
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8320
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8320
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8021
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8021
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8021
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8021
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7973
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7973
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7910
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7910
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7849
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7849
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7816
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7816
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7808
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7808
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7758
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7758
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7756
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7756
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7747
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7747
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7738
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7738
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7730
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7730
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7722
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7722
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7709
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7709
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7663
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7663
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7661
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7661
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7660
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7660
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7639
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7639
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7634
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7634
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7626
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7626
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7624
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7624
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7585
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7585
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7568
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7568
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7555
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7555
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7554
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7554
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7543
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7543
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7539
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7539
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7526
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7526
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7523
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7523
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7522
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7522
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7521
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7521
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7520
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7520
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7488
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7488
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7487
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7487
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7473
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7473
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7445
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7445
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7430
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7430
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7430
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7430
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7407
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7407
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7397
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7397
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7381
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7381
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7378
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7378
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7372
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7372
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7372
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7372
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7334
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7334
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7319
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7319
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7316
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7316
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7314
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7314
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7309
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7309
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7293
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7293
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7249
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7249
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7225
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7225
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7210
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7210
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7170
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7170
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7144
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7144
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7120
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7120
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7096
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7096
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7075
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7075
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7049
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7049
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7048
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7048
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7043
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7043
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7042
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7042
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7040
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7040
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7037
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7037
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7010
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7010
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7005
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7005

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