Alpha-phellandrene - Compound Card

Alpha-phellandrene

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Alpha-phellandrene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC1=CC[C@H](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/t10-/m0/s1
InChIKey OGLDWXZKYODSOB-JTQLQIEISA-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 Commiphora quadricincta Burseraceae Plantae 2248429

Showing of synonyms

  • Assad YOH, Torto B, et al. (1997). Seasonal variation in the essential oil composition of Commiphora quadricincta and its effect on the maturation of immature adults of the desert locust, Schistocerca gregaria. Phytochemistry,1997,44(5),833-841. [View] [PubMed]
Pubchem: 443160
Kegg Ligand: C11391
Chebi: 367
Nmrshiftdb2: 60019303
Metabolights: MTBLC367
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
-3.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
24.29
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
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
9.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.42
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
4.98
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
1.09
Rat (Acute)
1.53
Rat (Chronic Oral)
1.86
Fathead Minnow
3.85
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
171.94
Hydration Free Energy
0.42
Log(D) at pH=7.4
2.37
Log(P)
4.33
Log S
-3.98
Log(Vapor Pressure)
0.16
Melting Point
-44.77
pKa Acid
11.02
pKa Basic
8.89
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 0.9237
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9237
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8605
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8605
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8369
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8369
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8161
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8161
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8013
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8013
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7963
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7963
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7935
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7935
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7929
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7929
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7901
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7901
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7876
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7876
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7873
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7873
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7872
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7872
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7861
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7861
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7853
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7853
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7840
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7840
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7813
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7813
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7810
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7810
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7805
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7805
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7805
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7805
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7804
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7804
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7784
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7784
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7779
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7779
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7746
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7746
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7740
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7740
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7733
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7733
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7730
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7730
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7728
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7728
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7727
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7727
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7725
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7725
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7725
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7725
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7721
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7721
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7719
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7719
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7711
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7711
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7708
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7708
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
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7700
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7700
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7698
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7698
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7690
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7690
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7689
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7689
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7687
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7687
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7678
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7678
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7664
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7664
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7652
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7652
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7642
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7642
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7608
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7608
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7608
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7608
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7586
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7586
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7568
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7568
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7564
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7564
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7558
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7558
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7558
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7558
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7549
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7549
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7534
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7534
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7497
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7497
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7496
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7496
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7482
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7482
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7482
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7482
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7471
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7471
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7467
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7467
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7455
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7455
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7454
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7454
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7453
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7453
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7448
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7448
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7409
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7409
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7394
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7394
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7348
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7348
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7344
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7344
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7336
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7336
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7336
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7336
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7328
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7328
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7300
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7300
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7286
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7286
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7266
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7266
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7251
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7251
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7249
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7249
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7218
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7218
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7213
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7213
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7207
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7207
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
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7109
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7109
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7070
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7070

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