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(5R)-5-hydroxy-5-[(2R,3S)-4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl]-2-methylpent-2-enamide

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 94e80193-c71d-4a91-9464-c48c8e99ebc1
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (5R)-5-hydroxy-5-[(2R,3S)-4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl]-2-methylpent-2-enamide
SMILES (Canonical) CC1C(C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)C(CC=C(C)C(=O)N)O
SMILES (Isomeric) C[C@@H]1[C@](C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)[C@@H](CC=C(C)C(=O)N)O
InChI InChI=1S/C22H25NO7/c1-9(21(23)28)6-7-14(25)22(4)11(3)30-20-15-12(8-13(24)16(20)22)18(27)19(29-5)10(2)17(15)26/h6,8,11,14,24-25H,7H2,1-5H3,(H2,23,28)/t11-,14-,22-/m1/s1
InChI Key GBBLKHXBUPVKJV-MHLYXQECSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H25NO7
Molecular Weight 415.40 g/mol
Exact Mass 415.16310214 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R)-5-hydroxy-5-[(2R,3S)-4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl]-2-methylpent-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.6063 60.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.3578 35.78%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6100 61.00%
P-glycoprotein inhibitior - 0.4822 48.22%
P-glycoprotein substrate + 0.5184 51.84%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.8490 84.90%
CYP3A4 inhibition - 0.6354 63.54%
CYP2C9 inhibition - 0.5841 58.41%
CYP2C19 inhibition - 0.6678 66.78%
CYP2D6 inhibition - 0.8764 87.64%
CYP1A2 inhibition - 0.5475 54.75%
CYP2C8 inhibition + 0.5072 50.72%
CYP inhibitory promiscuity + 0.5654 56.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4564 45.64%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8434 84.34%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4797 47.97%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5277 52.77%
skin sensitisation - 0.8490 84.90%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7604 76.04%
Acute Oral Toxicity (c) III 0.4141 41.41%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.5660 56.60%
Thyroid receptor binding - 0.5607 56.07%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.5421 54.21%
PPAR gamma + 0.8057 80.57%
Honey bee toxicity - 0.7411 74.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8658 86.58%

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 97.79% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.45% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.87% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.23% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.63% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.75% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.53% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.56% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 88.94% 91.19%
CHEMBL240 Q12809 HERG 86.92% 89.76%
CHEMBL1937 Q92769 Histone deacetylase 2 86.81% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.23% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.69% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.42% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.19% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.69% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.59% 97.21%
CHEMBL2535 P11166 Glucose transporter 83.09% 98.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.35% 80.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.42% 93.03%
CHEMBL4581 P52732 Kinesin-like protein 1 81.31% 93.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.25% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.23% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162866067
LOTUS LTS0053259
wikiData Q105005748