Germacrene D isomer - Compound Card

Germacrene D isomer

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Germacrene D isomer

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C/1=C\CCC(=C)/C=C/C(CC1)C(C)C
InChI InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8+,14-7+
InChIKey GAIBLDCXCZKKJE-YZJXYJLZSA-N
Formula C15H24
HBA 0
HBD 0
MW 204.36
Rotatable Bonds 1
TPSA 0.0
LogP 4.89
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 Artemisia herba Asteraceae Plantae 268028

Showing of synonyms

  • Giordani R, Hadef Y, et al. (2008). Compositions and antifungal activities of essential oils of some Algerian aromatic plants.. Fitoterapia,2008,79,199 -203. [View] [PubMed]
Pubchem: 6436582
Chebi: 49045
Nmrshiftdb2: 60024436

No compound-protein relationship available.

Structure

SMILES: C=C1C=CCCCC=CCC1

Level: 0

Mol. Weight: 204.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.12
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
46.07
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
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
9.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.46
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.17
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.79
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
4.99
Rat (Acute)
1.58
Rat (Chronic Oral)
1.84
Fathead Minnow
4.63
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
262.44
Hydration Free Energy
0.48
Log(D) at pH=7.4
3.43
Log(P)
6.42
Log S
-5.28
Log(Vapor Pressure)
-1.39
Melting Point
-8.71
pKa Acid
11.06
pKa Basic
8.19
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 0.9229
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9229
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8981
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8981
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8184
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8184
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8081
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8081
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7981
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7981
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7976
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7976
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7862
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7862
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7841
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7841
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7813
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7813
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7813
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7813
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7789
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7789
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7758
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7758
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7754
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7754
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7715
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7715
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7705
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7705
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7701
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7701
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7670
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7670
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7665
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7665
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7662
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7662
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7658
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7658
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7648
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7648
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7647
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7647
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7646
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7646
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7636
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7636
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7616
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7616
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7614
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7614
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7607
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7607
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7598
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7598
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7584
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7584
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7578
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7578
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7567
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7567
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7564
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7564
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7551
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7551
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7550
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7550
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7532
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7532
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7530
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7530
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7509
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7509
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7500
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7500
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7496
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7496
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7486
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7486
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7464
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7464
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7464
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7464
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7453
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7453
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7453
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7453
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7445
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7445
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7438
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7438
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7435
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7435
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7430
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7430
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7418
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7418
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7406
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7406
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7404
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7404
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7403
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7403
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7378
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7378
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7364
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7364
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7360
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7360
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7347
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7347
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7336
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7336
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7332
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7332
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7325
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7325
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7309
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7309
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7306
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7306
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7301
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7301
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7295
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7295
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7295
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7295
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7280
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7280
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7255
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7255
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7240
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7240
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7237
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7237
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7229
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7229
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7227
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7221
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7221
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7186
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7186
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7167
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7167
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7121
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7121
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7104
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7104
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7088
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7088
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7086
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7086
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7073
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7073
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7063
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7063
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7055
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7055
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7044
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7044
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7038
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7038
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7022
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7022
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7008
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7008

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