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10a-[(3-Bromo-2,2-dimethyl-6-methylidenecyclohexyl)oxy]-3,4a-dichloro-6,8-dihydroxy-2,2-dimethyl-3,4,4a,10a-tetrahydro-2H-naphtho[2,3-b]pyran-5,10-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 f678bf2e-3a67-4b0c-9437-98ef7e141376
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (3R,10aS)-10a-[(1R,3S)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]oxy-3,4a-dichloro-6,8-dihydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H27BrCl2O6/c1-11-6-7-15(25)21(2,3)20(11)32-24-18(30)13-8-12(28)9-14(29)17(13)19(31)23(24,27)10-16(26)22(4,5)33-24/h8-9,15-16,20,28-29H,1,6-7,10H2,2-5H3/t15-,16+,20+,23?,24-/m0/s1
InChI Key UTARAOYMLWGJAB-FQIRZAPOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H27BrCl2O6
Molecular Weight 562.30 g/mol
Exact Mass 560.03681 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(3R,10aS)-10a-{[(1R,3S)-3-Bromo-2,2-dimethyl-6-methylidenecyclohexyl]oxy}-3,4a-dichloro-6,8-dihydroxy-2,2-dimethyl-3,4,4a,10a-tetrahydro-2H-naphtho[2,3-b]pyran-5,10-dione
10a-[(3-Bromo-2,2-dimethyl-6-methylidenecyclohexyl)oxy]-3,4a-dichloro-6,8-dihydroxy-2,2-dimethyl-3,4,4a,10a-tetrahydro-2H-naphtho[2,3-b]pyran-5,10-dione

2D Structure

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2D Structure of 10a-[(3-Bromo-2,2-dimethyl-6-methylidenecyclohexyl)oxy]-3,4a-dichloro-6,8-dihydroxy-2,2-dimethyl-3,4,4a,10a-tetrahydro-2H-naphtho[2,3-b]pyran-5,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9649 96.49%
Caco-2 - 0.6644 66.44%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5714 57.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8217 82.17%
OATP1B3 inhibitior + 0.8748 87.48%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5774 57.74%
P-glycoprotein inhibitior - 0.4683 46.83%
P-glycoprotein substrate - 0.6487 64.87%
CYP3A4 substrate + 0.7094 70.94%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.8458 84.58%
CYP3A4 inhibition - 0.7708 77.08%
CYP2C9 inhibition - 0.5116 51.16%
CYP2C19 inhibition - 0.5963 59.63%
CYP2D6 inhibition - 0.8375 83.75%
CYP1A2 inhibition - 0.5699 56.99%
CYP2C8 inhibition + 0.7571 75.71%
CYP inhibitory promiscuity - 0.5105 51.05%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8577 85.77%
Carcinogenicity (trinary) Danger 0.4497 44.97%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9285 92.85%
Skin irritation - 0.6859 68.59%
Skin corrosion - 0.9030 90.30%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4803 48.03%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5651 56.51%
skin sensitisation - 0.7370 73.70%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7414 74.14%
Acute Oral Toxicity (c) III 0.6168 61.68%
Estrogen receptor binding + 0.7063 70.63%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.6605 66.05%
Glucocorticoid receptor binding + 0.8225 82.25%
Aromatase binding + 0.8480 84.80%
PPAR gamma + 0.7262 72.62%
Honey bee toxicity - 0.6447 64.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7600 76.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.52% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.41% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.74% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.99% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.17% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.02% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.76% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.25% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.45% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.37% 93.40%
CHEMBL4208 P20618 Proteasome component C5 90.35% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.06% 94.75%
CHEMBL1929 P47989 Xanthine dehydrogenase 87.79% 96.12%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.62% 91.07%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.37% 95.78%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.80% 96.38%
CHEMBL2581 P07339 Cathepsin D 86.67% 98.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.28% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.21% 94.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.89% 85.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.53% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.46% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL217 P14416 Dopamine D2 receptor 84.28% 95.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.83% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.36% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.89% 99.23%
CHEMBL4581 P52732 Kinesin-like protein 1 80.77% 93.18%

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.
There are no matching plants.

Cross-Links

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PubChem 3086483
LOTUS LTS0089297
wikiData Q105278656