Alpha-phellandrene - Compound Card

Alpha-phellandrene

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Alpha-phellandrene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC1=CCC(C=C1)C(C)C
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3
InChIKey OGLDWXZKYODSOB-UHFFFAOYSA-N
Formula C10H16
HBA 0
HBD 0
MW 136.24
Rotatable Bonds 1
TPSA 0.0
LogP 3.16
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 10
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 136.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Diplotaxis harra Cruciferae-Brassicaceea Plantae 308281
2 Artemisia herba-alba Asteraceae Plantae 72329
3 Foeniculum vulgare Apiaceae Plantae 2849586
4 Cupressus arizonica Cupressaceae Plantae 49011
5 Tagetes minuta Asteraceae Plantae 169607

Showing of synonyms

  • Hashem FA, Saleh MM (1999). Antimicrobial components of some cruciferae plants (Diplotaxis harra Forsk. and Erucaria microcarpa Boiss.).. Phytotherapy Research,1999,13(4),329-332. [View]
  • Gakuubi MM, Wagacha JM, et al. (2016). Chemical composition and Antibacterial activity of essential oils of Tagetes minuta (Asteraceae) against selected plant pathogenic bacteria.. International Journal of Microbiology,2016,2016,7352509. [View] [PubMed]
  • Cheraif I, Jannet HB, et al. (2007). Chemical composition and antimicrobial activity of essential oils of Cupressus arizonica Greene. Biochemical Systematics and Ecology,2007,35,813 -820. [View]
  • Zoubiri S, Baaliouamer A, et al. (2014). Chemical composition and larvicidal activity of Algerian Foeniculum vulgare seed essential oil. Arabian Journal of Chemistry,2014,7,480-485. [View]
  • Belhattab R, Amor L, et al. (2014). Essential oil from Artemisia herba-alba Asso grown wild in Algeria: variability assessment and comparison with an updated literature survey.. Arabian Journal of Chemistry,2014,7,243-251. [View]
Pubchem: 7460
Chebi: 50035
Nmrshiftdb2: 60018540
Metabolights: MTBLC50035
CPRiL: 76173
Structure

SMILES: C1=CCCC=C1

Level: 0

Mol. Weight: 136.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.23
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.81
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
11.7
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
9.84
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.52
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.01
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.97
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
2.73
Rat (Acute)
1.52
Rat (Chronic Oral)
1.87
Fathead Minnow
3.91
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
171.13
Hydration Free Energy
0.43
Log(D) at pH=7.4
2.37
Log(P)
4.38
Log S
-3.99
Log(Vapor Pressure)
0.16
Melting Point
-60.32
pKa Acid
11.07
pKa Basic
8.93
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 0.9000
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9000
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8653
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8653
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8446
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8446
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8113
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8113
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8074
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8074
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7974
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7974
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7970
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7970
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7962
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7962
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7945
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7945
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7938
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7938
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7937
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7937
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7930
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7930
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7929
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7929
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7916
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7916
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7897
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7897
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7869
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7869
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7868
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7868
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7866
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7866
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7836
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7836
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7811
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7811
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7806
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7806
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7771
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7771
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7766
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7766
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7748
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7748
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7744
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7744
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7738
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7738
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7729
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7729
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7729
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7729
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7723
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7723
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7721
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7721
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7719
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7719
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7702
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7702
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7698
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7698
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7678
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7678
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7664
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7664
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7657
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7657
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7651
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7651
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7651
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7651
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7648
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7648
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7626
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7626
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7622
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7622
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7619
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7619
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7615
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7615
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7615
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7615
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7612
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7612
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7611
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7611
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7603
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7603
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7586
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7586
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7571
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7571
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7564
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7564
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7558
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7558
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7553
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7553
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7539
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7539
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7528
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7528
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7517
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7517
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7490
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7490
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7488
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7488
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7462
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7462
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7457
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7457
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7441
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7441
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7440
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7440
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7433
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7433
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
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7429
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7429
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7425
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7425
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7418
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7418
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7417
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7417
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7386
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7386
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7382
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7382
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7351
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7351
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7344
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7344
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7341
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7341
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7339
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7339
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7307
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7307
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7290
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7290
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7262
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7262
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7243
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7243
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7234
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7234
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7225
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7225
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7130
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7130
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7088
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7088
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7048
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7048
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7008
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7008

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