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(3R,10aR)-3-chloro-10a-((1R,3S)-3-chloro-2,2-dimethyl-6-methylidenecyclohexyl)oxy-6,8-dihydroxy-2,2-dimethyl-3H-benzo(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 97a0eb7b-8f27-4dfb-96a1-4a24a07b133c
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (3R,10aR)-3-chloro-10a-[(1R,3S)-3-chloro-2,2-dimethyl-6-methylidenecyclohexyl]oxy-6,8-dihydroxy-2,2-dimethyl-3H-benzo[g]chromene-5,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H26Cl2O6/c1-11-6-7-16(25)22(2,3)21(11)31-24-14(10-17(26)23(4,5)32-24)19(29)18-13(20(24)30)8-12(27)9-15(18)28/h8-10,16-17,21,27-28H,1,6-7H2,2-5H3/t16-,17+,21+,24+/m0/s1
InChI Key IIQDOCHDDGPWEN-LKMOQRQYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26Cl2O6
Molecular Weight 481.40 g/mol
Exact Mass 480.1106439 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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MG 802AF1B2
Antibiotic MG 802AF1B2
Napyradiomycin B 2
103106-21-4
(3R,10aR)-3-chloro-10a-[(1R,3S)-3-chloro-2,2-dimethyl-6-methylidenecyclohexyl]oxy-6,8-dihydroxy-2,2-dimethyl-3H-benzo[g]chromene-5,10-dione
2H-Naphtho(2,3-b)pyran-5,10-dione, 3,10a-dihydro-3-chloro-10a-((3-chloro-2,2-dimethyl-6-methylenecyclohexyl)methyl)-6,8-dihydroxy-2,2-dimethyl-, (3R-(3-alpha,10a-beta(1R*,3S*)))-
(3R)-3alpha-Chloro-6,8-dihydroxy-3,10a-dihydro-2,2-dimethyl-10abeta-[[(1R,3S)-2,2-dimethyl-3-chloro-6-methy
DTXSID60908199
3-Chloro-10a-[(3-chloro-2,2-dimethyl-6-methylidenecyclohexyl)oxy]-6,8-dihydroxy-2,2-dimethyl-3,10a-dihydro-2H-naphtho[2,3-b]pyran-5,10-dione

2D Structure

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2D Structure of (3R,10aR)-3-chloro-10a-((1R,3S)-3-chloro-2,2-dimethyl-6-methylidenecyclohexyl)oxy-6,8-dihydroxy-2,2-dimethyl-3H-benzo(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 + 0.9706 97.06%
Caco-2 - 0.6179 61.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7004 70.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7929 79.29%
OATP1B3 inhibitior + 0.8527 85.27%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5673 56.73%
P-glycoprotein inhibitior + 0.5824 58.24%
P-glycoprotein substrate - 0.7086 70.86%
CYP3A4 substrate + 0.6958 69.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.8544 85.44%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5992 59.92%
CYP2D6 inhibition - 0.8213 82.13%
CYP1A2 inhibition - 0.5126 51.26%
CYP2C8 inhibition + 0.7376 73.76%
CYP inhibitory promiscuity - 0.5486 54.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8728 87.28%
Carcinogenicity (trinary) Non-required 0.4509 45.09%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.6592 65.92%
Skin corrosion - 0.8989 89.89%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4377 43.77%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5802 58.02%
skin sensitisation - 0.7390 73.90%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.8312 83.12%
Acute Oral Toxicity (c) III 0.6137 61.37%
Estrogen receptor binding + 0.6713 67.13%
Androgen receptor binding + 0.7004 70.04%
Thyroid receptor binding + 0.6566 65.66%
Glucocorticoid receptor binding + 0.7878 78.78%
Aromatase binding + 0.7962 79.62%
PPAR gamma + 0.8012 80.12%
Honey bee toxicity - 0.6648 66.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7500 75.00%
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 99.27% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.84% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.66% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.88% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.33% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.86% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.40% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.08% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.78% 99.23%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.73% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.05% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.86% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.88% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.73% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.63% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.01% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.99% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 84.58% 96.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.93% 94.00%
CHEMBL259 P32245 Melanocortin receptor 4 83.60% 95.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.32% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.29% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.62% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.38% 82.69%
CHEMBL4530 P00488 Coagulation factor XIII 80.74% 96.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.15% 95.93%

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 3086482
LOTUS LTS0115397
wikiData Q76280354