Epsilon-cadinene - Compound Card

Epsilon-cadinene

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Epsilon-cadinene

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C1CC[C@@H]2[C@@H](C1)[C@@H](CCC2=C)C(C)C
InChI InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h10,13-15H,3-9H2,1-2H3/t13-,14-,15-/m0/s1
InChIKey NOLWRMQDWRAODO-KKUMJFAQSA-N
Formula C15H24
HBA 0
HBD 0
MW 204.36
Rotatable Bonds 1
TPSA 0.0
LogP 4.58
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 204.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cupressus dupreziana Cupressaceae Plantae 329083
2 Cupressus dupreziana Cupressaceae Plantae 329083
3 Cupressus sempervirens Cupressaceae Plantae 13469

Showing of synonyms

  • Piovetti L, Francisco C, et al. (1981). Volatile constituents of Cupressus dupreziana and the sesquiterpenes of Cupressus sempervirens. Phytochemistry,1981,20(6),1299-1302. [View]
  • Pauly G, Yani A, et al. (1983). Volatile constituents of the leaves of Cupressus duprezzana and Cupressus semper virens. Phytochemistry,1983,22(4),957-959. [View]

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)CC(=C)CC2

Level: 0

Mol. Weight: 204.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.43
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.28
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.26
Plasma Protein Binding
55.3
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
10.29
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.52
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.41
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.15
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
1.82
Rat (Acute)
1.8
Rat (Chronic Oral)
1.78
Fathead Minnow
4.01
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
260.29
Hydration Free Energy
1.71
Log(D) at pH=7.4
3.16
Log(P)
5.75
Log S
-5.72
Log(Vapor Pressure)
-1.79
Melting Point
22.18
pKa Acid
11.56
pKa Basic
8.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8096
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8096
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8085
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8085
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8029
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8029
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7930
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7930
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7916
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7916
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7896
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7896
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7817
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7817
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7813
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7813
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7786
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7786
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
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7730
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7730
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7710
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7710
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7701
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7701
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7652
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7652
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7648
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7648
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7644
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7644
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7631
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7631
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7628
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7628
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7616
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7616
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7613
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7613
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7609
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7609
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7603
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7603
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7582
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7582
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7575
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7575
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7555
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7555
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7531
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7531
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7526
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7526
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7524
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7524
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7522
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7522
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7505
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7505
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7485
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7485
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7459
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7459
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7446
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7446
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7433
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7433
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7429
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7429
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7423
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7423
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7417
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7417
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7412
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7412
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7404
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7404
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7401
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7401
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7396
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7396
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7390
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7390
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7366
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7366
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7362
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7362
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7351
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7351
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7348
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7348
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7345
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7345
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7333
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7333
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7333
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7333
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7327
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7327
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7306
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7306
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7303
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7303
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7273
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7273
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7261
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7261
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7260
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7260
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7239
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7239
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7216
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7216
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7192
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7192
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7186
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7186
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7161
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7161
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7150
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7150
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7112
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7112
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7099
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7099
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7091
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7091
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7072
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7072
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7047
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7047
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7041
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7041
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7040
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7040
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7026
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7026

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