(3R,4R)-4-[(S)-(4-hydroxy-3,5-dimethoxyphenyl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one

Details

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Internal ID 9e35758f-8aa2-4a63-b6ff-c4ec23237f7d
Taxonomy Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
IUPAC Name (3R,4R)-4-[(S)-(4-hydroxy-3,5-dimethoxyphenyl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one
SMILES (Canonical) CC1C(COC1=O)C(C2=CC(=C(C(=C2)OC)O)OC)C3=CC(=C(C(=C3)OC)OC)OC
SMILES (Isomeric) C[C@@H]1[C@H](COC1=O)[C@@H](C2=CC(=C(C(=C2)OC)O)OC)C3=CC(=C(C(=C3)OC)OC)OC
InChI InChI=1S/C23H28O8/c1-12-15(11-31-23(12)25)20(13-7-16(26-2)21(24)17(8-13)27-3)14-9-18(28-4)22(30-6)19(10-14)29-5/h7-10,12,15,20,24H,11H2,1-6H3/t12-,15+,20+/m1/s1
InChI Key VGMOUMWYTMZSAT-RAJNIJHNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H28O8
Molecular Weight 432.50 g/mol
Exact Mass 432.17841785 g/mol
Topological Polar Surface Area (TPSA) 92.70 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-4-[(S)-(4-hydroxy-3,5-dimethoxyphenyl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 + 0.7824 78.24%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7823 78.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8751 87.51%
OATP1B3 inhibitior + 0.8971 89.71%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7471 74.71%
P-glycoprotein inhibitior + 0.5915 59.15%
P-glycoprotein substrate - 0.7332 73.32%
CYP3A4 substrate + 0.5156 51.56%
CYP2C9 substrate + 0.6107 61.07%
CYP2D6 substrate - 0.8099 80.99%
CYP3A4 inhibition - 0.6212 62.12%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition + 0.6620 66.20%
CYP2C8 inhibition - 0.8973 89.73%
CYP inhibitory promiscuity + 0.6770 67.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5836 58.36%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.6587 65.87%
Skin irritation - 0.7995 79.95%
Skin corrosion - 0.9836 98.36%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4838 48.38%
Micronuclear + 0.6059 60.59%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8511 85.11%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.7767 77.67%
Acute Oral Toxicity (c) III 0.5275 52.75%
Estrogen receptor binding + 0.8749 87.49%
Androgen receptor binding + 0.6383 63.83%
Thyroid receptor binding + 0.7722 77.22%
Glucocorticoid receptor binding + 0.8632 86.32%
Aromatase binding - 0.5247 52.47%
PPAR gamma + 0.6281 62.81%
Honey bee toxicity - 0.8259 82.59%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9780 97.80%

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 97.43% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.17% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.43% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.33% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.14% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.04% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.62% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.36% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.19% 94.00%
CHEMBL2535 P11166 Glucose transporter 85.14% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.00% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.72% 89.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.29% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.16% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.92% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.90% 92.62%
CHEMBL1255126 O15151 Protein Mdm4 81.15% 90.20%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.87% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.33% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.00% 99.18%

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.
Peperomia heyneana

Cross-Links

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PubChem 162899570
LOTUS LTS0213695
wikiData Q105285898