Phenanthrene-7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,1,4a,7-tetramethyl - Compound Card

Phenanthrene-7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,1,4a,7-tetramethyl

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Phenanthrene-7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,1,4a,7-tetramethyl

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Phenanthrene Derivative
Canonical Smiles C=C[C@]1(C)CCC2C(C1)CCC1[C@]2(C)CCCC1(C)C
InChI InChI=1S/C20H34/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,15-17H,1,7-14H2,2-5H3/t15?,16?,17?,19-,20-/m1/s1
InChIKey SPLDDMANSFWHQU-BKXYZSJASA-N
Formula C20H34
HBA 0
HBD 0
MW 274.49
Rotatable Bonds 1
TPSA 0.0
LogP 6.22
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 274.27
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: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 274.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.43
Plasma Protein Binding
51.47
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
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
12.54
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.73
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.28
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.45
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
1.72
Rat (Acute)
1.62
Rat (Chronic Oral)
1.45
Fathead Minnow
4.29
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
302.16
Hydration Free Energy
1.84
Log(D) at pH=7.4
5.51
Log(P)
7.01
Log S
-6.49
Log(Vapor Pressure)
-3.47
Melting Point
88.82
pKa Acid
13.09
pKa Basic
8.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8490
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8490
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8439
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8439
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8248
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8248
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8086
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8086
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8037
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8037
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7913
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7913
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7903
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7903
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7666
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7666
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7633
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7633
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7583
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7583
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7539
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7539
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7524
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7524
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7520
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7520
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7515
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7515
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7403
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7403
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7367
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7367
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7336
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7336
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7334
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7334
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7318
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7318
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7316
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7316
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7306
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7306
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7275
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7275
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7224
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7224
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7222
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7222
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7167
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7167
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7119
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7119
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7064
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7064
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7029
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7029
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7018
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7018

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