4beta-Hydroxyobovatachromene

Details

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Internal ID 27463d1f-306b-4263-88e4-d7b3664fbf46
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
IUPAC Name (2R,3S,4S)-2-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-h]chromene-3,4-diol
SMILES (Canonical) CC1(C=CC2=C3C(=C(C=C2O1)OC)C(C(C(O3)C4=CC=C(C=C4)O)O)O)C
SMILES (Isomeric) CC1(C=CC2=C3C(=C(C=C2O1)OC)[C@@H]([C@@H]([C@H](O3)C4=CC=C(C=C4)O)O)O)C
InChI InChI=1S/C21H22O6/c1-21(2)9-8-13-14(27-21)10-15(25-3)16-17(23)18(24)19(26-20(13)16)11-4-6-12(22)7-5-11/h4-10,17-19,22-24H,1-3H3/t17-,18-,19+/m0/s1
InChI Key GUGLXICOVCCFRU-GBESFXJTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H22O6
Molecular Weight 370.40 g/mol
Exact Mass 370.14163842 g/mol
Topological Polar Surface Area (TPSA) 88.40 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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LMPK12020213

2D Structure

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2D Structure of 4beta-Hydroxyobovatachromene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9549 95.49%
Caco-2 + 0.6633 66.33%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7157 71.57%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8234 82.34%
OATP1B3 inhibitior + 0.9771 97.71%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7518 75.18%
P-glycoprotein inhibitior - 0.4472 44.72%
P-glycoprotein substrate - 0.6249 62.49%
CYP3A4 substrate + 0.6309 63.09%
CYP2C9 substrate - 0.6172 61.72%
CYP2D6 substrate - 0.6809 68.09%
CYP3A4 inhibition - 0.5521 55.21%
CYP2C9 inhibition - 0.6762 67.62%
CYP2C19 inhibition + 0.7378 73.78%
CYP2D6 inhibition - 0.8292 82.92%
CYP1A2 inhibition - 0.7114 71.14%
CYP2C8 inhibition + 0.6946 69.46%
CYP inhibitory promiscuity + 0.6404 64.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4566 45.66%
Eye corrosion - 0.9891 98.91%
Eye irritation + 0.5313 53.13%
Skin irritation - 0.7835 78.35%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis + 0.5963 59.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4313 43.13%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.7267 72.67%
skin sensitisation - 0.8546 85.46%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6411 64.11%
Acute Oral Toxicity (c) III 0.5871 58.71%
Estrogen receptor binding + 0.7345 73.45%
Androgen receptor binding + 0.6467 64.67%
Thyroid receptor binding + 0.8175 81.75%
Glucocorticoid receptor binding + 0.7757 77.57%
Aromatase binding + 0.5634 56.34%
PPAR gamma + 0.6543 65.43%
Honey bee toxicity - 0.7667 76.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6151 61.51%
Fish aquatic toxicity + 0.9563 95.63%

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 98.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL2535 P11166 Glucose transporter 89.76% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.53% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.02% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.58% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.21% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.20% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.95% 95.89%
CHEMBL4208 P20618 Proteasome component C5 84.58% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.28% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.96% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.62% 89.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.43% 89.44%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.58% 94.00%
CHEMBL2319 P06870 Kallikrein 1 82.52% 90.95%
CHEMBL2581 P07339 Cathepsin D 81.62% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.40% 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.
Marshallia obovata
Schisandra sphenanthera

Cross-Links

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PubChem 44257164
NPASS NPC268095
LOTUS LTS0161646
wikiData Q76546223