[(3R)-2,2-dimethyl-5,10-dioxo-3,4-dihydrobenzo[g]chromen-3-yl] (E)-5-[(2R,3R)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

Details

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Internal ID 0942ba2e-da5f-48a9-82dd-a46897a9d55b
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name [(3R)-2,2-dimethyl-5,10-dioxo-3,4-dihydrobenzo[g]chromen-3-yl] (E)-5-[(2R,3R)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate
SMILES (Canonical) CC1C(O1)(C)CCC=C(C)C(=O)OC2CC3=C(C(=O)C4=CC=CC=C4C3=O)OC2(C)C
SMILES (Isomeric) C[C@@H]1[C@@](O1)(C)CC/C=C(\C)/C(=O)O[C@@H]2CC3=C(C(=O)C4=CC=CC=C4C3=O)OC2(C)C
InChI InChI=1S/C25H28O6/c1-14(9-8-12-25(5)15(2)30-25)23(28)29-19-13-18-20(26)16-10-6-7-11-17(16)21(27)22(18)31-24(19,3)4/h6-7,9-11,15,19H,8,12-13H2,1-5H3/b14-9+/t15-,19-,25-/m1/s1
InChI Key VIUNEGYJQLVYDH-AUVQTDMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O6
Molecular Weight 424.50 g/mol
Exact Mass 424.18858861 g/mol
Topological Polar Surface Area (TPSA) 82.20 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R)-2,2-dimethyl-5,10-dioxo-3,4-dihydrobenzo[g]chromen-3-yl] (E)-5-[(2R,3R)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9842 98.42%
Caco-2 - 0.6329 63.29%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.8693 86.93%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8867 88.67%
P-glycoprotein inhibitior + 0.7692 76.92%
P-glycoprotein substrate - 0.5899 58.99%
CYP3A4 substrate + 0.6722 67.22%
CYP2C9 substrate - 0.6042 60.42%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition - 0.5147 51.47%
CYP2C9 inhibition - 0.6834 68.34%
CYP2C19 inhibition - 0.6878 68.78%
CYP2D6 inhibition - 0.8227 82.27%
CYP1A2 inhibition - 0.6111 61.11%
CYP2C8 inhibition - 0.6689 66.89%
CYP inhibitory promiscuity - 0.6347 63.47%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9518 95.18%
Carcinogenicity (trinary) Non-required 0.5851 58.51%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.6576 65.76%
Skin corrosion - 0.9186 91.86%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7544 75.44%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5181 51.81%
skin sensitisation - 0.7017 70.17%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6438 64.38%
Acute Oral Toxicity (c) III 0.5841 58.41%
Estrogen receptor binding + 0.8026 80.26%
Androgen receptor binding + 0.7328 73.28%
Thyroid receptor binding + 0.5757 57.57%
Glucocorticoid receptor binding + 0.8157 81.57%
Aromatase binding + 0.5647 56.47%
PPAR gamma + 0.8183 81.83%
Honey bee toxicity - 0.7375 73.75%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9870 98.70%

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 97.84% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.52% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.45% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 93.07% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.22% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.62% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.09% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.37% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.84% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.16% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.70% 97.09%
CHEMBL5028 O14672 ADAM10 81.81% 97.50%

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.
Aeonium cuneatum
Lithospermum canescens
Rhinacanthus nasutus
Rhinacanthus nasutus

Cross-Links

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PubChem 10693614
NPASS NPC272100
LOTUS LTS0211153
wikiData Q105287028