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(3S,4S,5Z)-3-[(7-chloro-1,3-benzodioxol-5-yl)methyl]-4-hydroxy-5-[(4-methoxyphenyl)methylidene]-4-propan-2-yloxolan-2-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 e6327868-6793-4e68-960f-803e1293468f
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (3S,4S,5Z)-3-[(7-chloro-1,3-benzodioxol-5-yl)methyl]-4-hydroxy-5-[(4-methoxyphenyl)methylidene]-4-propan-2-yloxolan-2-one
SMILES (Canonical) CC(C)C1(C(C(=O)OC1=CC2=CC=C(C=C2)OC)CC3=CC4=C(C(=C3)Cl)OCO4)O
SMILES (Isomeric) CC(C)[C@@]\1([C@@H](C(=O)O/C1=C\C2=CC=C(C=C2)OC)CC3=CC4=C(C(=C3)Cl)OCO4)O
InChI InChI=1S/C23H23ClO6/c1-13(2)23(26)17(8-15-9-18(24)21-19(10-15)28-12-29-21)22(25)30-20(23)11-14-4-6-16(27-3)7-5-14/h4-7,9-11,13,17,26H,8,12H2,1-3H3/b20-11-/t17-,23+/m1/s1
InChI Key YYPUQBCQRSMSKU-VRMVTWDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H23ClO6
Molecular Weight 430.90 g/mol
Exact Mass 430.1183161 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.22
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5Z)-3-[(7-chloro-1,3-benzodioxol-5-yl)methyl]-4-hydroxy-5-[(4-methoxyphenyl)methylidene]-4-propan-2-yloxolan-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 + 0.9935 99.35%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7344 73.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9120 91.20%
OATP1B3 inhibitior + 0.8839 88.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9860 98.60%
P-glycoprotein inhibitior + 0.7118 71.18%
P-glycoprotein substrate - 0.7434 74.34%
CYP3A4 substrate + 0.6501 65.01%
CYP2C9 substrate - 0.6004 60.04%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition + 0.8437 84.37%
CYP2C9 inhibition + 0.6554 65.54%
CYP2C19 inhibition + 0.6962 69.62%
CYP2D6 inhibition - 0.7362 73.62%
CYP1A2 inhibition - 0.6118 61.18%
CYP2C8 inhibition - 0.6425 64.25%
CYP inhibitory promiscuity + 0.8765 87.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8538 85.38%
Carcinogenicity (trinary) Danger 0.5434 54.34%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9521 95.21%
Skin irritation - 0.7645 76.45%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4554 45.54%
Micronuclear + 0.5174 51.74%
Hepatotoxicity - 0.5167 51.67%
skin sensitisation - 0.7096 70.96%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5755 57.55%
Acute Oral Toxicity (c) III 0.4697 46.97%
Estrogen receptor binding + 0.8126 81.26%
Androgen receptor binding + 0.8685 86.85%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.7567 75.67%
Aromatase binding + 0.5470 54.70%
PPAR gamma + 0.7620 76.20%
Honey bee toxicity - 0.8104 81.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5153 51.53%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.76% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.61% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 99.23% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.94% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.40% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL4208 P20618 Proteasome component C5 95.88% 90.00%
CHEMBL2581 P07339 Cathepsin D 95.16% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.93% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.83% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.78% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.53% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 89.86% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.62% 97.09%
CHEMBL5957 P21589 5'-nucleotidase 89.59% 97.78%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.09% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.04% 97.25%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.49% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.13% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.03% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.57% 99.15%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.31% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.37% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.19% 95.89%

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 21634935
LOTUS LTS0179769
wikiData Q105368840