Tans-alpha-bergamotene - Compound Card

Tans-alpha-bergamotene

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Tans-alpha-bergamotene

Structure
Zoomed Structure
  • Family: Plantae - Malvaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=CCC[C@]1(C)[C@H]2CC=C([C@@H]1C2)C)C
InChI InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6-7,13-14H,5,8-10H2,1-4H3/t13-,14-,15+/m0/s1
InChIKey YMBFCQPIMVLNIU-SOUVJXGZSA-N
Formula C15H24
HBA 0
HBD 0
MW 204.36
Rotatable Bonds 3
TPSA 0.0
LogP 4.73
Number Rings 3
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 Conyza bonariensis Asteraceae Plantae 91242
2 Gossypium barbadense Malvaceae Plantae 3634

Showing of synonyms

  • Mabrouk S, Elaissi A, et al. (2011). Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia. Natural Product Research,2011,5(1),77-84. [View] [PubMed]
  • Hedin P, Thompson A, et al. (1972). Malvaceae Egyptian Cotton Leaf Essential Oil. Phytochemistry, 1972, 11(7), 2356-2357. [View]
Pubchem: 6429302
Chebi: 62756
Nmrshiftdb2: 60018933
Metabolights: MTBLC62756
CPRiL: 74018
Structure

SMILES: C12CC(C1)CC=C2

Level: 0

Mol. Weight: 204.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.21
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.97
Plasma Protein Binding
53.29
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
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
12.42
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.56
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.67
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.72
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.07
Rat (Acute)
1.36
Rat (Chronic Oral)
1.49
Fathead Minnow
4.09
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
256.25
Hydration Free Energy
0.42
Log(D) at pH=7.4
3.63
Log(P)
6.54
Log S
-5.62
Log(Vapor Pressure)
-1.7
Melting Point
30.85
pKa Acid
12.26
pKa Basic
9.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.9447
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.9447
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.9266
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.9266
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.9156
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.9156
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8739
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8739
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8704
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8704
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8628
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8628
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8225
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8225
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.8017
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.8017
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7987
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7987
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7971
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7971
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7945
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7945
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7920
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7920
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7916
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7916
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7884
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7884
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7883
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7883
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7879
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7879
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7879
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7879
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7872
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7872
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7790
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7790
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7734
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7734
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7731
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7731
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7715
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7715
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7704
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7704
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7694
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7694
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7679
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7679
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7662
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7662
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7650
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7650
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7626
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7626
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7619
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7619
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7612
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7612
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7608
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7608
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7604
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7604
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7577
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7577
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7567
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7567
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7553
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7553
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7528
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7528
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7522
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7522
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7515
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7515
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7466
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7466
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7462
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7462
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7446
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7446
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7436
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7436
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7420
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7420
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7410
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7410
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7409
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7409
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7405
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7405
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7394
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7394
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7394
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7394
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7389
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7389
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7376
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7376
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7374
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7374
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7368
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7368
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7362
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7362
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7352
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7352
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7338
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7338
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7313
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7313
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7301
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7301
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7266
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7266
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7211
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7211
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7203
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7203
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7166
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7166
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7141
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7141
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7134
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7134
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7068
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7068
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7064
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7064
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7056
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7056
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7050
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7050
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7049
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7049
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7039
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7039
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7039
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7039
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7030
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7030
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7019
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7019
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7012
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7012

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