(2S)-5-hydroxy-2-(1-hydroxy-4-oxocyclohexyl)-7-methoxy-2,3-dihydrochromen-4-one

Details

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Internal ID 73bee2bf-26cd-484c-b2b8-4896455fb54b
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
IUPAC Name (2S)-5-hydroxy-2-(1-hydroxy-4-oxocyclohexyl)-7-methoxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=CC(=C2C(=O)CC(OC2=C1)C3(CCC(=O)CC3)O)O
SMILES (Isomeric) COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3(CCC(=O)CC3)O)O
InChI InChI=1S/C16H18O6/c1-21-10-6-11(18)15-12(19)8-14(22-13(15)7-10)16(20)4-2-9(17)3-5-16/h6-7,14,18,20H,2-5,8H2,1H3/t14-/m0/s1
InChI Key FAQZKDGZPCJHSW-AWEZNQCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H18O6
Molecular Weight 306.31 g/mol
Exact Mass 306.11033829 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-5-hydroxy-2-(1-hydroxy-4-oxocyclohexyl)-7-methoxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9735 97.35%
Caco-2 - 0.6157 61.57%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8792 87.92%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.9424 94.24%
OATP1B3 inhibitior + 0.9633 96.33%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior - 0.7021 70.21%
P-glycoprotein inhibitior - 0.8281 82.81%
P-glycoprotein substrate - 0.8822 88.22%
CYP3A4 substrate + 0.5739 57.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7664 76.64%
CYP3A4 inhibition - 0.8570 85.70%
CYP2C9 inhibition - 0.7634 76.34%
CYP2C19 inhibition - 0.5542 55.42%
CYP2D6 inhibition - 0.8517 85.17%
CYP1A2 inhibition + 0.5165 51.65%
CYP2C8 inhibition - 0.7559 75.59%
CYP inhibitory promiscuity - 0.9370 93.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5693 56.93%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.7750 77.50%
Skin irritation - 0.7487 74.87%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5720 57.20%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5685 56.85%
skin sensitisation - 0.9037 90.37%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5438 54.38%
Acute Oral Toxicity (c) III 0.5482 54.82%
Estrogen receptor binding + 0.8627 86.27%
Androgen receptor binding + 0.6407 64.07%
Thyroid receptor binding - 0.6375 63.75%
Glucocorticoid receptor binding + 0.7133 71.33%
Aromatase binding + 0.5862 58.62%
PPAR gamma + 0.7780 77.80%
Honey bee toxicity - 0.8070 80.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7056 70.56%

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 99.38% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.02% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.01% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.49% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.18% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.82% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.37% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.52% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.21% 91.07%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.08% 93.40%
CHEMBL4208 P20618 Proteasome component C5 87.84% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.05% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.36% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.44% 92.68%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.05% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.99% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.80% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.58% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.57% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.53% 86.33%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.61% 80.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.07% 93.99%

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.
Ongokea gore

Cross-Links

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PubChem 101763963
LOTUS LTS0214175
wikiData Q104992397