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6-[(4E,6E,12E,14E)-3,9-dihydroxy-6,8,10,14,16,18-hexamethylicosa-4,6,12,14-tetraen-2-yl]-3-[3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-hydroxypyran-4-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 498bdb57-d593-4215-8ebd-68b7cbde3387
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 6-[(4E,6E,12E,14E)-3,9-dihydroxy-6,8,10,14,16,18-hexamethylicosa-4,6,12,14-tetraen-2-yl]-3-[3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-hydroxypyran-4-one
SMILES (Canonical) CCC(C)CC(C)C=C(C)C=CCC(C)C(C(C)C=C(C)C=CC(C(C)C1=CC(=O)C(=C(O1)O)C2C(C(CC(O2)CO)O)O)O)O
SMILES (Isomeric) CCC(C)CC(C)/C=C(\C)/C=C/CC(C)C(C(C)/C=C(\C)/C=C/C(C(C)C1=CC(=O)C(=C(O1)O)C2C(C(CC(O2)CO)O)O)O)O
InChI InChI=1S/C37H58O9/c1-9-21(2)15-24(5)16-22(3)11-10-12-25(6)34(42)26(7)17-23(4)13-14-29(39)27(8)32-19-30(40)33(37(44)46-32)36-35(43)31(41)18-28(20-38)45-36/h10-11,13-14,16-17,19,21,24-29,31,34-36,38-39,41-44H,9,12,15,18,20H2,1-8H3/b11-10+,14-13+,22-16+,23-17+
InChI Key DYFQERHCEUAVCM-YKCFUFIQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O9
Molecular Weight 646.80 g/mol
Exact Mass 646.40808342 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(4E,6E,12E,14E)-3,9-dihydroxy-6,8,10,14,16,18-hexamethylicosa-4,6,12,14-tetraen-2-yl]-3-[3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-hydroxypyran-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9327 93.27%
Caco-2 - 0.8538 85.38%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7401 74.01%
OATP2B1 inhibitior - 0.7102 71.02%
OATP1B1 inhibitior + 0.8046 80.46%
OATP1B3 inhibitior + 0.9164 91.64%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8750 87.50%
P-glycoprotein inhibitior + 0.7193 71.93%
P-glycoprotein substrate + 0.6418 64.18%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 0.5908 59.08%
CYP2D6 substrate - 0.8414 84.14%
CYP3A4 inhibition - 0.8167 81.67%
CYP2C9 inhibition - 0.7156 71.56%
CYP2C19 inhibition - 0.7316 73.16%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.7208 72.08%
CYP2C8 inhibition + 0.6538 65.38%
CYP inhibitory promiscuity - 0.7666 76.66%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6798 67.98%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9164 91.64%
Skin irritation - 0.7607 76.07%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.5624 56.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3918 39.18%
Micronuclear - 0.6541 65.41%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8050 80.50%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7506 75.06%
Acute Oral Toxicity (c) III 0.5879 58.79%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.6796 67.96%
Thyroid receptor binding + 0.5455 54.55%
Glucocorticoid receptor binding + 0.7111 71.11%
Aromatase binding + 0.5912 59.12%
PPAR gamma + 0.7022 70.22%
Honey bee toxicity - 0.7654 76.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity + 0.9746 97.46%

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 98.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.88% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.23% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.38% 93.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.84% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.24% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 89.37% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.37% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.70% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.65% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.51% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.28% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.93% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.49% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.50% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.91% 96.09%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 82.13% 88.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.66% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.63% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.62% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.43% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.66% 95.89%

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 6478080
LOTUS LTS0000875
wikiData Q105104646