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Hydroxy-jesterone

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 42f52ff0-9dcb-40a6-ba29-fcdcb3cf9708
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name (1R,5S,6R)-5-hydroxy-4-(hydroxymethyl)-1-[(1R)-1-hydroxy-3-methylbut-2-enyl]-3-[(E)-prop-1-enyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C15H20O5/c1-4-5-9-10(7-16)12(18)14-15(20-14,13(9)19)11(17)6-8(2)3/h4-6,11-12,14,16-18H,7H2,1-3H3/b5-4+/t11-,12+,14-,15+/m1/s1
InChI Key BVDWYNXYKLDKKP-LSHLVPIFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O5
Molecular Weight 280.32 g/mol
Exact Mass 280.13107373 g/mol
Topological Polar Surface Area (TPSA) 90.30 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.26
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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5-Hydroxy-4-hydroxymethyl-1-(1-hydroxy-3-methyl-but-2-enyl)-3-propenyl-7-oxa-bicyclo[4.1.0]hept-3-en-2-one
7-oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-1-[(1R)-1-hydroxy-3-methyl-2-butenyl]-3-[(1E)-1-propenyl]-, (1R,5S,6R)-
InChI=1/C15H20O5/c1-4-5-9-10(7-16)12(18)14-15(20-14,13(9)19)11(17)6-8(2)3/h4-6,11-12,14,16-18H,7H2,1-3H3/b5-4+/t11-,12+,14-,15+/m1/s
rel-(1R,5S,6R)-5-hydroxy-4-(hydroxymethyl)-1-[(1R)-1-hydroxy-3-methylbut-2-en-1-yl]-3-[(1E)-prop-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one

2D Structure

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2D Structure of Hydroxy-jesterone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9372 93.72%
Caco-2 - 0.5249 52.49%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6542 65.42%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8558 85.58%
P-glycoprotein inhibitior - 0.9259 92.59%
P-glycoprotein substrate - 0.7870 78.70%
CYP3A4 substrate + 0.5396 53.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8537 85.37%
CYP3A4 inhibition - 0.9296 92.96%
CYP2C9 inhibition - 0.8463 84.63%
CYP2C19 inhibition - 0.8431 84.31%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.8389 83.89%
CYP2C8 inhibition - 0.7798 77.98%
CYP inhibitory promiscuity - 0.7750 77.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6634 66.34%
Eye corrosion - 0.9772 97.72%
Eye irritation - 0.9193 91.93%
Skin irritation - 0.6965 69.65%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6346 63.46%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5218 52.18%
skin sensitisation - 0.6434 64.34%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6503 65.03%
Acute Oral Toxicity (c) III 0.4921 49.21%
Estrogen receptor binding - 0.4866 48.66%
Androgen receptor binding - 0.7258 72.58%
Thyroid receptor binding + 0.5964 59.64%
Glucocorticoid receptor binding + 0.5706 57.06%
Aromatase binding - 0.7417 74.17%
PPAR gamma + 0.6908 69.08%
Honey bee toxicity - 0.7451 74.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.6749 67.49%

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 96.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.03% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.12% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.81% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.08% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 86.66% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.49% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.67% 97.21%

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 636983
LOTUS LTS0167196
wikiData Q77504848