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(3R,4aR,10aS)-3,4a-dichloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-6,8-dihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-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 90bdb685-741b-4c40-88b5-70355f33895f
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (3R,4aR,10aS)-3,4a-dichloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-6,8-dihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
SMILES (Canonical) CC1=C(C=C2C(=C1O)C(=O)C3(CC(C(OC3(C2=O)CC4C(C(CCC4(C)O)Cl)(C)C)(C)C)Cl)Cl)O
SMILES (Isomeric) CC1=C(C=C2C(=C1O)C(=O)[C@]3(C[C@H](C(O[C@]3(C2=O)CC4[C@@](CC[C@@H](C4(C)C)Cl)(C)O)(C)C)Cl)Cl)O
InChI InChI=1S/C26H33Cl3O6/c1-12-14(30)9-13-18(19(12)31)21(33)25(29)11-17(28)23(4,5)35-26(25,20(13)32)10-15-22(2,3)16(27)7-8-24(15,6)34/h9,15-17,30-31,34H,7-8,10-11H2,1-6H3/t15?,16-,17+,24-,25-,26-/m0/s1
InChI Key XGGIVXWAYKZBIV-JBPAMENMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H33Cl3O6
Molecular Weight 547.90 g/mol
Exact Mass 546.134272 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.49
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4aR,10aS)-3,4a-dichloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-6,8-dihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-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 + 0.9786 97.86%
Caco-2 - 0.6628 66.28%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6905 69.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7921 79.21%
OATP1B3 inhibitior + 0.8921 89.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6925 69.25%
P-glycoprotein inhibitior - 0.4855 48.55%
P-glycoprotein substrate - 0.5922 59.22%
CYP3A4 substrate + 0.7041 70.41%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.7561 75.61%
CYP2C9 inhibition - 0.7954 79.54%
CYP2C19 inhibition - 0.8675 86.75%
CYP2D6 inhibition - 0.9066 90.66%
CYP1A2 inhibition - 0.6649 66.49%
CYP2C8 inhibition + 0.6593 65.93%
CYP inhibitory promiscuity - 0.8751 87.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8349 83.49%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7104 71.04%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis - 0.6432 64.32%
Human Ether-a-go-go-Related Gene inhibition - 0.6109 61.09%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6655 66.55%
skin sensitisation - 0.8247 82.47%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6061 60.61%
Acute Oral Toxicity (c) III 0.4967 49.67%
Estrogen receptor binding + 0.7931 79.31%
Androgen receptor binding + 0.7254 72.54%
Thyroid receptor binding + 0.6457 64.57%
Glucocorticoid receptor binding + 0.8365 83.65%
Aromatase binding + 0.8563 85.63%
PPAR gamma + 0.7713 77.13%
Honey bee toxicity - 0.8174 81.74%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6950 69.50%
Fish aquatic toxicity + 0.9916 99.16%

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 99.34% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 95.75% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.20% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.17% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 92.98% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.44% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.30% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.55% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.39% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.61% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.41% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.58% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.14% 99.15%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.39% 90.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.68% 91.07%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.54% 85.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.35% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.40% 96.38%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.89% 92.68%

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 102085481
LOTUS LTS0139834
wikiData Q105327589