(4R,5R)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-one

Details

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Internal ID 09d09d55-681d-4a15-801e-c9f68c3b59f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name (4R,5R)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-one
SMILES (Canonical) CC1=CC(C(CC1=O)C(C)(C)O)O
SMILES (Isomeric) CC1=C[C@H]([C@@H](CC1=O)C(C)(C)O)O
InChI InChI=1S/C10H16O3/c1-6-4-9(12)7(5-8(6)11)10(2,3)13/h4,7,9,12-13H,5H2,1-3H3/t7-,9-/m1/s1
InChI Key CTYQZNRISQHJGF-VXNVDRBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C10H16O3
Molecular Weight 184.23 g/mol
Exact Mass 184.109944368 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,5R)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-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 + 0.9926 99.26%
Caco-2 - 0.5612 56.12%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8428 84.28%
OATP2B1 inhibitior - 0.8534 85.34%
OATP1B1 inhibitior + 0.9644 96.44%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9218 92.18%
P-glycoprotein inhibitior - 0.9487 94.87%
P-glycoprotein substrate - 0.9300 93.00%
CYP3A4 substrate - 0.5922 59.22%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition - 0.8200 82.00%
CYP2C9 inhibition - 0.6476 64.76%
CYP2C19 inhibition - 0.6684 66.84%
CYP2D6 inhibition - 0.9358 93.58%
CYP1A2 inhibition - 0.8375 83.75%
CYP2C8 inhibition - 0.9637 96.37%
CYP inhibitory promiscuity - 0.7340 73.40%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8550 85.50%
Carcinogenicity (trinary) Non-required 0.5931 59.31%
Eye corrosion - 0.9403 94.03%
Eye irritation + 0.8515 85.15%
Skin irritation + 0.5887 58.87%
Skin corrosion - 0.8677 86.77%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6541 65.41%
Micronuclear - 0.7741 77.41%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation + 0.7466 74.66%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6207 62.07%
Estrogen receptor binding - 0.8408 84.08%
Androgen receptor binding - 0.8360 83.60%
Thyroid receptor binding - 0.8544 85.44%
Glucocorticoid receptor binding - 0.8818 88.18%
Aromatase binding - 0.9015 90.15%
PPAR gamma - 0.7432 74.32%
Honey bee toxicity - 0.9143 91.43%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8810 88.10%

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
CHEMBL2581 P07339 Cathepsin D 92.15% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.02% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.58% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.32% 85.14%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.31% 93.65%
CHEMBL3401 O75469 Pregnane X receptor 81.56% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.42% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.18% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.14% 91.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Asarum sieboldii

Cross-Links

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PubChem 131004432
LOTUS LTS0030383
wikiData Q104970131