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(2R,5R)-2-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-6-methylhept-6-ene-2,5-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5a385b20-dc27-491c-a015-4ed797cb596b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2R,5R)-2-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-6-methylhept-6-ene-2,5-diol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC(C(C1)Br)(C)Cl)O)O
SMILES (Isomeric) CC(=C)[C@@H](CC[C@](C)([C@H]1CC[C@]([C@H](C1)Br)(C)Cl)O)O
InChI InChI=1S/C15H26BrClO2/c1-10(2)12(18)6-8-15(4,19)11-5-7-14(3,17)13(16)9-11/h11-13,18-19H,1,5-9H2,2-4H3/t11-,12+,13-,14-,15+/m0/s1
InChI Key WVROWGFVAXSAAR-AIEDFZFUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H26BrClO2
Molecular Weight 353.72 g/mol
Exact Mass 352.08047 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,5R)-2-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-6-methylhept-6-ene-2,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 - 0.5593 55.93%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5630 56.30%
OATP2B1 inhibitior - 0.8520 85.20%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7773 77.73%
P-glycoprotein inhibitior - 0.9283 92.83%
P-glycoprotein substrate - 0.7430 74.30%
CYP3A4 substrate + 0.6512 65.12%
CYP2C9 substrate - 0.7830 78.30%
CYP2D6 substrate - 0.7730 77.30%
CYP3A4 inhibition + 0.5085 50.85%
CYP2C9 inhibition - 0.6601 66.01%
CYP2C19 inhibition - 0.6774 67.74%
CYP2D6 inhibition - 0.8788 87.88%
CYP1A2 inhibition - 0.8143 81.43%
CYP2C8 inhibition - 0.7120 71.20%
CYP inhibitory promiscuity - 0.5982 59.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7473 74.73%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9701 97.01%
Eye irritation - 0.7174 71.74%
Skin irritation - 0.6773 67.73%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5490 54.90%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5675 56.75%
skin sensitisation + 0.5882 58.82%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.7242 72.42%
Acute Oral Toxicity (c) III 0.7707 77.07%
Estrogen receptor binding + 0.6564 65.64%
Androgen receptor binding - 0.8039 80.39%
Thyroid receptor binding + 0.6017 60.17%
Glucocorticoid receptor binding + 0.7666 76.66%
Aromatase binding + 0.5586 55.86%
PPAR gamma - 0.5157 51.57%
Honey bee toxicity - 0.5994 59.94%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9948 99.48%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.63% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.97% 96.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.85% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.71% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.62% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.78% 89.34%
CHEMBL1871 P10275 Androgen Receptor 90.47% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 90.17% 94.75%
CHEMBL237 P41145 Kappa opioid receptor 88.74% 98.10%
CHEMBL2996 Q05655 Protein kinase C delta 88.62% 97.79%
CHEMBL206 P03372 Estrogen receptor alpha 87.82% 97.64%
CHEMBL233 P35372 Mu opioid receptor 87.73% 97.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.11% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.97% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.63% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 86.49% 83.82%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.47% 96.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.56% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.35% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.07% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.49% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.26% 92.86%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.66% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.57% 95.89%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.44% 95.69%
CHEMBL236 P41143 Delta opioid receptor 82.39% 99.35%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.96% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.92% 100.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.89% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.73% 92.88%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.90% 89.05%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.75% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.05% 97.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162955087
LOTUS LTS0152832
wikiData Q105313687