[(1R,2R,3R,4R,5R,6R)-6-[(3S,5S)-5,6-dihydroxy-6-methyl-3-[(Z)-2-methylbut-2-enoyl]oxyhept-1-en-2-yl]-2,3,5-trihydroxy-3-methyl-4-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] (Z)-2-methylbut-2-enoate

Details

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Internal ID 1fea0aaf-aca8-4ec0-8f38-3b7943c3b104
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1R,2R,3R,4R,5R,6R)-6-[(3S,5S)-5,6-dihydroxy-6-methyl-3-[(Z)-2-methylbut-2-enoyl]oxyhept-1-en-2-yl]-2,3,5-trihydroxy-3-methyl-4-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(C(C(C1O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@H]([C@H]([C@]([C@@H]1O)(C)O)OC(=O)/C(=C\C)/C)O)C(=C)[C@H](C[C@@H](C(C)(C)O)O)OC(=O)/C(=C\C)/C
InChI InChI=1S/C30H46O11/c1-11-15(4)26(34)39-19(14-20(31)29(8,9)37)18(7)21-22(32)25(41-28(36)17(6)13-3)30(10,38)24(33)23(21)40-27(35)16(5)12-2/h11-13,19-25,31-33,37-38H,7,14H2,1-6,8-10H3/b15-11-,16-12-,17-13-/t19-,20-,21+,22+,23+,24+,25+,30+/m0/s1
InChI Key QKHLXIGZDTZQSV-QJJNOYIXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O11
Molecular Weight 582.70 g/mol
Exact Mass 582.30401228 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.80
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4R,5R,6R)-6-[(3S,5S)-5,6-dihydroxy-6-methyl-3-[(Z)-2-methylbut-2-enoyl]oxyhept-1-en-2-yl]-2,3,5-trihydroxy-3-methyl-4-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9246 92.46%
Caco-2 - 0.8075 80.75%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8030 80.30%
OATP2B1 inhibitior - 0.7155 71.55%
OATP1B1 inhibitior + 0.8784 87.84%
OATP1B3 inhibitior + 0.9268 92.68%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8298 82.98%
P-glycoprotein inhibitior + 0.7131 71.31%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6481 64.81%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.8617 86.17%
CYP2C9 inhibition - 0.8400 84.00%
CYP2C19 inhibition - 0.8348 83.48%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.9369 93.69%
CYP2C8 inhibition - 0.7244 72.44%
CYP inhibitory promiscuity - 0.9641 96.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8654 86.54%
Carcinogenicity (trinary) Non-required 0.6981 69.81%
Eye corrosion - 0.9801 98.01%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9190 91.90%
Ames mutagenesis - 0.5078 50.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3972 39.72%
Micronuclear - 0.5882 58.82%
Hepatotoxicity + 0.6249 62.49%
skin sensitisation + 0.5636 56.36%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5332 53.32%
Acute Oral Toxicity (c) III 0.4909 49.09%
Estrogen receptor binding + 0.7233 72.33%
Androgen receptor binding - 0.5149 51.49%
Thyroid receptor binding + 0.6494 64.94%
Glucocorticoid receptor binding + 0.7282 72.82%
Aromatase binding + 0.6552 65.52%
PPAR gamma + 0.6938 69.38%
Honey bee toxicity - 0.6216 62.16%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9740 97.40%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.62% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.03% 91.07%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.74% 89.34%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.25% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.14% 96.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.04% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.53% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.14% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 82.94% 90.17%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.89% 94.97%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.78% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.49% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.39% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.91% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.47% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.43% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.32% 80.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.18% 89.50%

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.
Ligularia lankongensis

Cross-Links

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PubChem 162979033
LOTUS LTS0201930
wikiData Q105223119