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(2R,3R)-2-[5-[(1R,5S,6R)-6-[2,4-dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxy-2,3-dihydrochromen-4-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 554e0e4a-8054-495b-afce-0f582a8e03d1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans > 3-prenylated flavanones
IUPAC Name (2R,3R)-2-[5-[(1R,5S,6R)-6-[2,4-dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxy-2,3-dihydrochromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H38O10/c1-19(2)4-5-22-15-29(34(46)18-32(22)44)37(47)36-27(12-20(3)13-28(36)25-9-7-23(41)16-33(25)45)21-6-11-31(43)30(14-21)40-39(49)38(48)26-10-8-24(42)17-35(26)50-40/h4,6-12,14-18,27-28,36,39-46,49H,5,13H2,1-3H3/t27-,28+,36-,39-,40+/m0/s1
InChI Key KLQUECVZJUOWCM-ROHCPMPVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38O10
Molecular Weight 678.70 g/mol
Exact Mass 678.24649740 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.82
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-2-[5-[(1R,5S,6R)-6-[2,4-dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxy-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 + 0.9686 96.86%
Caco-2 - 0.8879 88.79%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5499 54.99%
OATP2B1 inhibitior - 0.5679 56.79%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9630 96.30%
P-glycoprotein inhibitior + 0.7940 79.40%
P-glycoprotein substrate + 0.6573 65.73%
CYP3A4 substrate + 0.6929 69.29%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.7900 79.00%
CYP3A4 inhibition - 0.7195 71.95%
CYP2C9 inhibition + 0.8962 89.62%
CYP2C19 inhibition + 0.7597 75.97%
CYP2D6 inhibition - 0.6451 64.51%
CYP1A2 inhibition + 0.7880 78.80%
CYP2C8 inhibition + 0.7286 72.86%
CYP inhibitory promiscuity + 0.8129 81.29%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7329 73.29%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8571 85.71%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.7786 77.86%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4658 46.58%
Acute Oral Toxicity (c) III 0.4749 47.49%
Estrogen receptor binding + 0.8357 83.57%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding + 0.5692 56.92%
Glucocorticoid receptor binding + 0.7633 76.33%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7278 72.78%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9975 99.75%

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 99.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.05% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.24% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.05% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.45% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.96% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.84% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.26% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.65% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 90.61% 91.49%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.94% 96.12%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.75% 100.00%
CHEMBL2535 P11166 Glucose transporter 89.46% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.00% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.69% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.56% 94.80%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.03% 93.40%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.87% 85.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.69% 91.38%
CHEMBL340 P08684 Cytochrome P450 3A4 84.09% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.99% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.25% 99.17%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.61% 90.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.78% 95.89%
CHEMBL4530 P00488 Coagulation factor XIII 81.43% 96.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.25% 90.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.11% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.55% 99.15%

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.
Morus macroura

Cross-Links

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PubChem 163067699
LOTUS LTS0118787
wikiData Q105142770