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3-[[(4R)-4-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-4-hydroxy-3,6-dioxocyclohexen-1-yl]methoxy]-3-oxopropanoic acid

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 7aaedd5f-8b58-42b6-a8a2-93b2cfce594a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
IUPAC Name 3-[[(4R)-4-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-4-hydroxy-3,6-dioxocyclohexen-1-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H34O7/c1-15-6-7-19-23(2,3)8-5-9-24(19,4)17(15)12-25(31)13-18(26)16(10-20(25)27)14-32-22(30)11-21(28)29/h10,17,19,31H,1,5-9,11-14H2,2-4H3,(H,28,29)/t17-,19-,24+,25+/m0/s1
InChI Key KNPNBRBDIQRROY-PLSORDRCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O7
Molecular Weight 446.50 g/mol
Exact Mass 446.23045342 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.39
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(4R)-4-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-4-hydroxy-3,6-dioxocyclohexen-1-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 - 0.7250 72.50%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8579 85.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8351 83.51%
OATP1B3 inhibitior + 0.8827 88.27%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior + 0.7648 76.48%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6954 69.54%
CYP3A4 substrate + 0.6853 68.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9206 92.06%
CYP3A4 inhibition - 0.7402 74.02%
CYP2C9 inhibition - 0.7984 79.84%
CYP2C19 inhibition - 0.8867 88.67%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.8545 85.45%
CYP2C8 inhibition + 0.6195 61.95%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6669 66.69%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8493 84.93%
Skin irritation + 0.5305 53.05%
Skin corrosion - 0.9633 96.33%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6145 61.45%
skin sensitisation - 0.7477 74.77%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6280 62.80%
Acute Oral Toxicity (c) III 0.4996 49.96%
Estrogen receptor binding + 0.6952 69.52%
Androgen receptor binding + 0.6537 65.37%
Thyroid receptor binding + 0.5307 53.07%
Glucocorticoid receptor binding + 0.7467 74.67%
Aromatase binding + 0.6953 69.53%
PPAR gamma + 0.6255 62.55%
Honey bee toxicity - 0.8615 86.15%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9971 99.71%

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 98.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.20% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.06% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.09% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 91.77% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.00% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.87% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.58% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.41% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.32% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.05% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.33% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.28% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.77% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.38% 93.03%
CHEMBL5028 O14672 ADAM10 82.73% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.73% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.68% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.91% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.91% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.42% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.33% 99.23%

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 163185268
LOTUS LTS0156941
wikiData Q105143513