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3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(3R,4Z,6E,8R,10R,12S,14E,16Z,18E,20R)-3-hydroxy-8-(hydroxymethyl)-2,6,10,12,14,18,20-heptamethyldocosa-4,6,14,16,18-pentaen-2-yl]pyran-2-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 59ceec80-14f9-46fe-9e3a-ba7361374931
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(3R,4Z,6E,8R,10R,12S,14E,16Z,18E,20R)-3-hydroxy-8-(hydroxymethyl)-2,6,10,12,14,18,20-heptamethyldocosa-4,6,14,16,18-pentaen-2-yl]pyran-2-one
SMILES (Canonical) CCC(C)C=C(C)C=CC=C(C)CC(C)CC(C)CC(CO)C=C(C)C=CC(C(C)(C)C1=CC(=C(C(=O)O1)C2C(C(CC(O2)CO)O)O)O)O
SMILES (Isomeric) CC[C@@H](C)/C=C(\C)/C=C\C=C(/C)\C[C@@H](C)C[C@@H](C)C[C@@H](CO)/C=C(\C)/C=C\[C@H](C(C)(C)C1=CC(=C(C(=O)O1)[C@H]2[C@@H]([C@@H](C[C@@H](O2)CO)O)O)O)O
InChI InChI=1S/C41H64O9/c1-10-25(2)16-26(3)12-11-13-27(4)17-29(6)18-30(7)20-31(23-42)19-28(5)14-15-35(46)41(8,9)36-22-33(44)37(40(48)50-36)39-38(47)34(45)21-32(24-43)49-39/h11-16,19,22,25,29-32,34-35,38-39,42-47H,10,17-18,20-21,23-24H2,1-9H3/b12-11-,15-14-,26-16+,27-13+,28-19+/t25-,29-,30-,31+,32-,34-,35-,38-,39+/m1/s1
InChI Key RFFNWAQLYUMOFF-CJKMCHLFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O9
Molecular Weight 700.90 g/mol
Exact Mass 700.45503361 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.58
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(3R,4Z,6E,8R,10R,12S,14E,16Z,18E,20R)-3-hydroxy-8-(hydroxymethyl)-2,6,10,12,14,18,20-heptamethyldocosa-4,6,14,16,18-pentaen-2-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9133 91.33%
Caco-2 - 0.8555 85.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8316 83.16%
OATP2B1 inhibitior + 0.5707 57.07%
OATP1B1 inhibitior + 0.8247 82.47%
OATP1B3 inhibitior + 0.8959 89.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9019 90.19%
P-glycoprotein inhibitior + 0.7507 75.07%
P-glycoprotein substrate + 0.7223 72.23%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate + 0.6321 63.21%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.7625 76.25%
CYP2C9 inhibition - 0.6376 63.76%
CYP2C19 inhibition - 0.6210 62.10%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.7522 75.22%
CYP2C8 inhibition + 0.7143 71.43%
CYP inhibitory promiscuity - 0.8148 81.48%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6133 61.33%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.7931 79.31%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis + 0.5147 51.47%
Human Ether-a-go-go-Related Gene inhibition + 0.7816 78.16%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5249 52.49%
skin sensitisation - 0.7792 77.92%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6179 61.79%
Acute Oral Toxicity (c) III 0.5912 59.12%
Estrogen receptor binding + 0.7974 79.74%
Androgen receptor binding + 0.6582 65.82%
Thyroid receptor binding + 0.5835 58.35%
Glucocorticoid receptor binding + 0.7691 76.91%
Aromatase binding + 0.6165 61.65%
PPAR gamma + 0.7508 75.08%
Honey bee toxicity - 0.7267 72.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9748 97.48%

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 99.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.03% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.49% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 96.44% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 93.94% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.98% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.76% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.98% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.63% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.16% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.99% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.28% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.54% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.19% 89.34%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.73% 90.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.14% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.12% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.10% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.85% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.60% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 83.27% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.70% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.93% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.88% 96.95%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.10% 88.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.81% 92.88%

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 162890469
LOTUS LTS0207726
wikiData Q105235355