Naphthalene decahydro-1,1,4a-trimethyl-6-methylene-5-(3-methyl-2-pentenyl) - Compound Card

Naphthalene decahydro-1,1,4a-trimethyl-6-methylene-5-(3-methyl-2-pentenyl)

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Naphthalene decahydro-1,1,4a-trimethyl-6-methylene-5-(3-methyl-2-pentenyl)

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles C=C/C(=C\CC1C(=C)CCC2[C@]1(C)CCCC2(C)C)/C
InChI InChI=1S/C20H32/c1-7-15(2)9-11-17-16(3)10-12-18-19(4,5)13-8-14-20(17,18)6/h7,9,17-18H,1,3,8,10-14H2,2,4-6H3/b15-9-/t17?,18?,20-/m1/s1
InChIKey VJVMMXUPZGOBSN-OGNCANDXSA-N
Formula C20H32
HBA 0
HBD 0
MW 272.48
Rotatable Bonds 3
TPSA 0.0
LogP 6.31
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 272.25
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia species Burseraceae Plantae 173701

Showing of synonyms

  • Melese A, Dagne E. (2007). Phytochemical investigation of the resins of Boswellia species collected from Kebtele area in Agew-Awi (Gojjam). M.Sc. Thesis, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 272.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.4
Plasma Protein Binding
63.98
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
8.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.72
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.97
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.18
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
1.54
Rat (Acute)
1.84
Rat (Chronic Oral)
1.52
Fathead Minnow
4.54
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
311.26
Hydration Free Energy
1.39
Log(D) at pH=7.4
4.79
Log(P)
7.18
Log S
-6.08
Log(Vapor Pressure)
-3.45
Melting Point
36.04
pKa Acid
12.59
pKa Basic
8.05
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 0.8950
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8950
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8859
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8859
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8673
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8673
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8610
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8610
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8560
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8560
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8306
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8306
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8247
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8247
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.8168
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.8168
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.8028
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.8028
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8003
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8003
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7893
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7893
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7855
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7855
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7840
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7840
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7836
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7836
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7831
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7831
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7749
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7749
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7747
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7747
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7745
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7745
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7720
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7720
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7714
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7714
Retinol-binding protein 4 P02753 RET4_HUMAN Homo sapiens 3 0.7680
Retinol-binding protein 4 P02753 RET4_HUMAN Homo sapiens 3 0.7680
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7678
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7678
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7673
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7673
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7622
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7622
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7575
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7575
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7573
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7573
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7560
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7560
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7536
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7536
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7514
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7514
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7496
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7496
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7470
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7470
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7459
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7459
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7431
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7431
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7403
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7403
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7393
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7393
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7363
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7363
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7363
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7363
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7359
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7359
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7356
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7356
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7332
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7327
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7327
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7326
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7326
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7296
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7296
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7274
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7274
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7268
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7268
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7266
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7266
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7263
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7263
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7259
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7259
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7257
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7257
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7232
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7232
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7214
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7214
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7211
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7211
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7205
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7205
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7190
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7190
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7183
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7183
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7183
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7183
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7162
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7162
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7136
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7136
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7133
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7133
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7133
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7133
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7127
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7127
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7122
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7122
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7120
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7120
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7116
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7116
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7116
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7109
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7109
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7102
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7102
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7080
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7080
Abscisic acid receptor PYL9 Q5Z8S0 PYL9_ORYSJ Oryza sativa subsp. japonica 3 0.7079
Abscisic acid receptor PYL9 Q5Z8S0 PYL9_ORYSJ Oryza sativa subsp. japonica 3 0.7079
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7078
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7078
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7072
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7072
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7068
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7068
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7029
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7029
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7018
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7018
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7014
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7014
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7012
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7012
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7003
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7003

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