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(4R)-3,5,5-trimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(1R,2R,3S,4S)-2,3,4-trihydroxycyclohexyl]oxymethyl]oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one

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 3a3a144f-6aef-487f-a82a-2aa2e2ba0772
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (4R)-3,5,5-trimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(1R,2R,3S,4S)-2,3,4-trihydroxycyclohexyl]oxymethyl]oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H40O10/c1-12-9-14(26)10-25(3,4)15(12)6-5-13(2)34-24-23(32)22(31)21(30)18(35-24)11-33-17-8-7-16(27)19(28)20(17)29/h5-6,9,13,15-24,27-32H,7-8,10-11H2,1-4H3/b6-5+/t13-,15+,16+,17-,18-,19+,20+,21-,22+,23-,24-/m1/s1
InChI Key LTRLDPJSMLPKMF-YKXWAFRCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H40O10
Molecular Weight 500.60 g/mol
Exact Mass 500.26214747 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -0.42
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-3,5,5-trimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(1R,2R,3S,4S)-2,3,4-trihydroxycyclohexyl]oxymethyl]oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6194 61.94%
Caco-2 - 0.8478 84.78%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.9001 90.01%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.8487 84.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6318 63.18%
BSEP inhibitior - 0.7994 79.94%
P-glycoprotein inhibitior - 0.6191 61.91%
P-glycoprotein substrate - 0.6629 66.29%
CYP3A4 substrate + 0.6819 68.19%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.9134 91.34%
CYP2C9 inhibition - 0.7748 77.48%
CYP2C19 inhibition - 0.7605 76.05%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8643 86.43%
CYP2C8 inhibition - 0.6117 61.17%
CYP inhibitory promiscuity - 0.9260 92.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6881 68.81%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9676 96.76%
Skin irritation - 0.6885 68.85%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis + 0.5066 50.66%
Human Ether-a-go-go-Related Gene inhibition + 0.7833 78.33%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7573 75.73%
skin sensitisation - 0.8176 81.76%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6223 62.23%
Acute Oral Toxicity (c) III 0.6867 68.67%
Estrogen receptor binding + 0.6207 62.07%
Androgen receptor binding - 0.5134 51.34%
Thyroid receptor binding + 0.5668 56.68%
Glucocorticoid receptor binding - 0.5343 53.43%
Aromatase binding + 0.5597 55.97%
PPAR gamma + 0.6603 66.03%
Honey bee toxicity - 0.7834 78.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9455 94.55%

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 99.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.10% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.83% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 94.77% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.82% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.07% 95.93%
CHEMBL1871 P10275 Androgen Receptor 91.79% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.34% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.91% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.13% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.01% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.09% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.35% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.72% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 85.03% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.90% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.21% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 83.02% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.20% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.75% 92.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.27% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.09% 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.
Lonicera gracilipes

Cross-Links

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PubChem 162973018
LOTUS LTS0172458
wikiData Q105157125