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(3R,4aR,10aS)-3-bromo-4a-chloro-10a-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-2,2-dimethyl-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 08e51e8b-d1b6-4450-9cea-9a7d691b077a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds > Menaquinones
IUPAC Name (3R,4aR,10aS)-3-bromo-4a-chloro-10a-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
SMILES (Canonical) CC(=CCCC(=CCC12C(=O)C3=C(C(=CC(=C3)O)O)C(=O)C1(CC(C(O2)(C)C)Br)Cl)C)C
SMILES (Isomeric) CC(=CCC/C(=C/C[C@]12C(=O)C3=C(C(=CC(=C3)O)O)C(=O)[C@]1(C[C@H](C(O2)(C)C)Br)Cl)/C)C
InChI InChI=1S/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3/b15-9+/t19-,24+,25+/m1/s1
InChI Key RETCPPWIOCMJEO-NQSCOFRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30BrClO5
Molecular Weight 525.90 g/mol
Exact Mass 524.09651 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4aR,10aS)-3-bromo-4a-chloro-10a-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-2,2-dimethyl-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 + 0.9821 98.21%
Caco-2 - 0.6373 63.73%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6935 69.35%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8305 83.05%
OATP1B3 inhibitior + 0.9078 90.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior + 0.5728 57.28%
P-glycoprotein substrate - 0.6897 68.97%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 0.6101 61.01%
CYP2D6 substrate - 0.8178 81.78%
CYP3A4 inhibition - 0.7191 71.91%
CYP2C9 inhibition - 0.6242 62.42%
CYP2C19 inhibition - 0.7356 73.56%
CYP2D6 inhibition - 0.8669 86.69%
CYP1A2 inhibition - 0.5924 59.24%
CYP2C8 inhibition + 0.6475 64.75%
CYP inhibitory promiscuity - 0.5238 52.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8460 84.60%
Carcinogenicity (trinary) Non-required 0.6159 61.59%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.7013 70.13%
Skin corrosion - 0.9196 91.96%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6487 64.87%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6705 67.05%
skin sensitisation - 0.7722 77.22%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7603 76.03%
Acute Oral Toxicity (c) III 0.4711 47.11%
Estrogen receptor binding + 0.8511 85.11%
Androgen receptor binding + 0.7227 72.27%
Thyroid receptor binding + 0.6732 67.32%
Glucocorticoid receptor binding + 0.8433 84.33%
Aromatase binding + 0.8519 85.19%
PPAR gamma + 0.7902 79.02%
Honey bee toxicity - 0.7286 72.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6100 61.00%
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 99.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.98% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.19% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.94% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.64% 90.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 92.89% 96.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.36% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.32% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.02% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 91.77% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 91.07% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.38% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.76% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.21% 97.09%
CHEMBL2039 P27338 Monoamine oxidase B 87.70% 92.51%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.17% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.16% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.28% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.97% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.65% 100.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.43% 92.68%
CHEMBL1951 P21397 Monoamine oxidase A 83.59% 91.49%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.25% 97.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.05% 92.94%

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 145979823
LOTUS LTS0026985
wikiData Q105235073