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(4R)-3-hydroxy-2-[[(1R,5S)-5-hydroxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl]-4-methoxycyclohex-2-en-1-one

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 214fdf1b-21b9-42ab-96d8-551cdf671718
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (4R)-3-hydroxy-2-[[(1R,5S)-5-hydroxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl]-4-methoxycyclohex-2-en-1-one
SMILES (Canonical) CC(CCC=C(C)C)C1=CCC(C1CC2=C(C(CCC2=O)OC)O)(C)O
SMILES (Isomeric) C[C@H](CCC=C(C)C)C1=CC[C@]([C@@H]1CC2=C([C@@H](CCC2=O)OC)O)(C)O
InChI InChI=1S/C22H34O4/c1-14(2)7-6-8-15(3)16-11-12-22(4,25)18(16)13-17-19(23)9-10-20(26-5)21(17)24/h7,11,15,18,20,24-25H,6,8-10,12-13H2,1-5H3/t15-,18-,20-,22+/m1/s1
InChI Key HZYZCUHNMRNNIT-HBPKQZLHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O4
Molecular Weight 362.50 g/mol
Exact Mass 362.24570956 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-3-hydroxy-2-[[(1R,5S)-5-hydroxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl]-4-methoxycyclohex-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.8156 81.56%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8325 83.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8956 89.56%
OATP1B3 inhibitior + 0.8910 89.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6314 63.14%
BSEP inhibitior + 0.5774 57.74%
P-glycoprotein inhibitior - 0.5868 58.68%
P-glycoprotein substrate - 0.6618 66.18%
CYP3A4 substrate + 0.6534 65.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8788 87.88%
CYP3A4 inhibition - 0.8876 88.76%
CYP2C9 inhibition - 0.6325 63.25%
CYP2C19 inhibition - 0.6208 62.08%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8317 83.17%
CYP2C8 inhibition - 0.7570 75.70%
CYP inhibitory promiscuity - 0.8915 89.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8928 89.28%
Carcinogenicity (trinary) Non-required 0.6489 64.89%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9467 94.67%
Skin irritation + 0.5058 50.58%
Skin corrosion - 0.9685 96.85%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6537 65.37%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5338 53.38%
skin sensitisation - 0.6876 68.76%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5705 57.05%
Acute Oral Toxicity (c) I 0.3004 30.04%
Estrogen receptor binding + 0.6641 66.41%
Androgen receptor binding - 0.5782 57.82%
Thyroid receptor binding + 0.7370 73.70%
Glucocorticoid receptor binding + 0.8051 80.51%
Aromatase binding - 0.5426 54.26%
PPAR gamma + 0.6426 64.26%
Honey bee toxicity - 0.7800 78.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5338 53.38%
Fish aquatic toxicity + 0.9628 96.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.24% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.23% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 96.16% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.83% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.19% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.54% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.05% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.79% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.32% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.54% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.95% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.43% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.42% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.40% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.13% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 82.00% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.40% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.89% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 80.78% 91.19%

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 163032706
LOTUS LTS0041417
wikiData Q105035963