2,7,7-trimethylcyclohepta-2,4-dien-1-one - Compound Card

2,7,7-trimethylcyclohepta-2,4-dien-1-one

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2,7,7-trimethylcyclohepta-2,4-dien-1-one

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC1=CC=CCC(C1=O)(C)C
InChI InChI=1S/C10H14O/c1-8-6-4-5-7-10(2,3)9(8)11/h4-6H,7H2,1-3H3
InChIKey OPQCAZJRIRHZQK-UHFFFAOYSA-N
Formula C10H14O
HBA 1
HBD 0
MW 150.22
Rotatable Bonds 0
TPSA 17.07
LogP 2.49
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 150.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia judaica Asteraceae Plantae 205369

Showing of synonyms

  • Saleh, MA (1985). Volatile components of Artemitisia monosperma and Artemisia judaica growing in Egyptian deserts.. Biochemical Systematics and Ecology,1985,13(3),265-269. [View]
Pubchem: 85794676
Nmrshiftdb2: 70016084

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC=CCC1

Level: 0

Mol. Weight: 150.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.36
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.92
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
21.81
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
8.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.1
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.79
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.87
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
2.37
Rat (Acute)
1.9
Rat (Chronic Oral)
1.88
Fathead Minnow
3.74
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
211.48
Hydration Free Energy
-4.32
Log(D) at pH=7.4
2.13
Log(P)
2.8
Log S
-1.97
Log(Vapor Pressure)
-0.55
Melting Point
-3.38
pKa Acid
9.55
pKa Basic
7.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8552
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8552
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8104
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8104
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8066
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8066
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7938
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7938
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7930
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7930
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7902
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7902
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7897
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7897
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7895
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7895
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7894
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7894
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7889
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7889
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7879
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7879
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7856
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7856
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7854
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7854
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7837
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7837
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7835
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7835
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7818
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7818
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7813
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7813
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7786
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7786
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7783
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7783
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7783
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7783
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7778
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7778
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7755
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7755
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7753
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7753
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7752
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7752
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7739
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7739
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7732
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7732
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7724
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7724
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7724
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7724
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7716
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7716
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7700
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7700
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7696
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7696
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7694
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7694
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7691
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7691
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7664
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7664
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7650
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7650
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7645
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7645
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7636
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7636
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7626
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7626
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7624
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7624
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7624
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7624
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7608
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7608
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7591
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7591
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7572
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7572
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7567
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7567
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7560
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7560
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7559
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7559
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7557
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7557
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7555
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7555
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7546
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7546
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7546
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7546
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7524
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7524
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7496
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7496
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7495
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7495
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7486
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7486
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7479
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7479
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7460
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7460
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7448
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7448
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7433
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7433
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7425
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7425
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7410
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7410
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7409
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7409
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7403
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7403
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7398
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7398
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7375
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7375
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 2 0.7374
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 2 0.7374
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7367
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7367
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7362
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7362
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7351
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7351
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7342
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7342
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7339
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7339
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7339
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7339
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7285
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7285
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7282
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7282
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7265
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7265
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7237
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7237
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7215
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7215
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7139
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7139
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7123
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7082
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7082
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7058
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7058

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