Beta-elemene - Compound Card

Beta-elemene

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Beta-elemene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C[C@]1(C)CC[C@H](C[C@H]1C(=C)C)C(=C)C
InChI InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,13-14H,1-2,4,8-10H2,3,5-6H3/t13-,14+,15-/m1/s1
InChIKey OPFTUNCRGUEPRZ-QLFBSQMISA-N
Formula C15H24
HBA 0
HBD 0
MW 204.36
Rotatable Bonds 3
TPSA 0.0
LogP 4.75
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 204.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora molmol Burseraceae Plantae 318982
2 Cupressus dupreziana Cupressaceae Plantae 329083
3 Chrysanthemum viscidehirtum Asteraceae Plantae 13422

Showing of synonyms

  • Khallouki F, Hmamouchi MH, et al. (2000). Antibacterial and molluscicidal activities of the essential oil of Chrysanthemum viscidehirtum. Fitoterapia,2000,71,544-546. [View] [PubMed]
  • Rahman MM, Garvey M, et al. (2008). Antibacterial terpenes from the oleo-resin of Commiphora molmol (Engl.). Phytotherapy Research,2008,22(10),1356-1360. [View] [PubMed]
  • 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]
Pubchem: 6918391
Kegg Ligand: C17094
Chebi: 62855
Nmrshiftdb2: 60018909
Metabolights: MTBLC62855
Drugbank: DB18097
CPRiL: 55928
Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 204.36 g/mol

Antibacterial
Molluscicidal

Absorption

Caco-2 (logPapp)
-4.26
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.15
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
62.34
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.77
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.59
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.37
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
1.85
Rat (Acute)
1.65
Rat (Chronic Oral)
1.44
Fathead Minnow
4.23
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
248.09
Hydration Free Energy
1.07
Log(D) at pH=7.4
3.66
Log(P)
6.8
Log S
-5.89
Log(Vapor Pressure)
-1.4
Melting Point
19.66
pKa Acid
11.37
pKa Basic
8.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8931
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8931
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8612
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8612
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8585
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8585
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8486
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8486
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8472
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8472
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8369
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8369
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8336
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8336
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8213
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8213
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.8184
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.8184
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8140
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8140
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8024
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8024
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7922
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7922
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7911
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7911
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7830
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7830
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7764
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7764
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7754
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7754
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7710
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7710
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7707
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7707
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7685
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7685
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7676
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7676
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7669
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7669
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7666
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7656
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7656
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7645
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7645
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7634
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7634
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7629
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7629
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7627
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7627
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7613
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7613
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7595
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7595
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7594
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7594
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7570
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7570
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7563
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7563
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7532
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7532
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7506
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7506
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7479
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7479
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7456
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7456
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7456
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7456
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7436
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7436
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7412
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7412
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7406
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7406
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7399
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7399
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7399
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7399
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7390
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7390
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7389
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7389
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7385
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7385
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7352
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7352
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7326
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7326
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7290
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7290
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7285
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7285
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7278
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7278
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7270
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7270
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7254
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7254
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7229
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7229
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7229
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7229
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7199
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7199
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7198
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7198
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7191
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7191
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7170
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7170
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7152
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7152
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7150
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7150
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7133
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7133
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7128
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7128
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7109
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7109
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7092
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7092
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7079
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7079
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7055
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7055
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7019
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7019
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7010
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7010

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