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(1R,3E,7Z,18S,20S)-18,20-dichloro-13-hydroxy-4,8,21,21-tetramethyl-10,22-dioxatetracyclo[13.7.1.01,18.011,16]tricosa-3,7,11,13,15-pentaene-17,23-dione

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 68f5f70b-e4c6-44df-aa21-a11dc99fa360
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (1R,3E,7Z,18S,20S)-18,20-dichloro-13-hydroxy-4,8,21,21-tetramethyl-10,22-dioxatetracyclo[13.7.1.01,18.011,16]tricosa-3,7,11,13,15-pentaene-17,23-dione
SMILES (Canonical) CC1=CCC23C(=O)C4=C(C(=CC(=C4)O)OCC(=CCC1)C)C(=O)C2(CC(C(O3)(C)C)Cl)Cl
SMILES (Isomeric) C/C/1=C\C[C@@]23C(=O)C4=C(C(=CC(=C4)O)OC/C(=C\CC1)/C)C(=O)[C@@]2(C[C@@H](C(O3)(C)C)Cl)Cl
InChI InChI=1S/C25H28Cl2O5/c1-14-6-5-7-15(2)13-31-18-11-16(28)10-17-20(18)22(30)24(27)12-19(26)23(3,4)32-25(24,9-8-14)21(17)29/h7-8,10-11,19,28H,5-6,9,12-13H2,1-4H3/b14-8+,15-7-/t19-,24+,25+/m0/s1
InChI Key PTNYYODJBDDUKA-PJEHOMAPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28Cl2O5
Molecular Weight 479.40 g/mol
Exact Mass 478.1313794 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3E,7Z,18S,20S)-18,20-dichloro-13-hydroxy-4,8,21,21-tetramethyl-10,22-dioxatetracyclo[13.7.1.01,18.011,16]tricosa-3,7,11,13,15-pentaene-17,23-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.5352 53.52%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8262 82.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8746 87.46%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9835 98.35%
P-glycoprotein inhibitior + 0.6945 69.45%
P-glycoprotein substrate - 0.6481 64.81%
CYP3A4 substrate + 0.6801 68.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8511 85.11%
CYP2C9 inhibition - 0.7033 70.33%
CYP2C19 inhibition - 0.7261 72.61%
CYP2D6 inhibition - 0.8901 89.01%
CYP1A2 inhibition - 0.5172 51.72%
CYP2C8 inhibition + 0.7192 71.92%
CYP inhibitory promiscuity - 0.8380 83.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8738 87.38%
Carcinogenicity (trinary) Non-required 0.5991 59.91%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.7153 71.53%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3691 36.91%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7882 78.82%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7656 76.56%
Acute Oral Toxicity (c) III 0.5485 54.85%
Estrogen receptor binding + 0.7747 77.47%
Androgen receptor binding + 0.7502 75.02%
Thyroid receptor binding + 0.7195 71.95%
Glucocorticoid receptor binding + 0.8439 84.39%
Aromatase binding + 0.8250 82.50%
PPAR gamma + 0.8493 84.93%
Honey bee toxicity - 0.7451 74.51%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9972 99.72%

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 98.85% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.97% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.95% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.73% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.61% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.01% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.57% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 90.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.63% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.08% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.62% 100.00%
CHEMBL4208 P20618 Proteasome component C5 88.50% 90.00%
CHEMBL2039 P27338 Monoamine oxidase B 87.84% 92.51%
CHEMBL1951 P21397 Monoamine oxidase A 86.44% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.25% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.61% 95.78%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.04% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.78% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.77% 96.95%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.92% 85.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.68% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.75% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.69% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.97% 95.89%
CHEMBL1929 P47989 Xanthine dehydrogenase 80.30% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 80.13% 94.73%

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 163188307
LOTUS LTS0025332
wikiData Q105214793