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(3R,5S,6S,7S)-7-[(2R,3S,4R,5S,6S)-3-ethyl-4,6-dihydroxy-5-methyl-6-propyloxan-2-yl]-3-[(2S,3S,5S)-5-[(2R,3R,5R)-5-ethyl-2-hydroxy-5-[(1S)-1-hydroxybutyl]-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl]-6-hydroxy-5-methyloctan-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 1bfa63d4-c7c6-4911-afa3-e56f9fd5e7f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name (3R,5S,6S,7S)-7-[(2R,3S,4R,5S,6S)-3-ethyl-4,6-dihydroxy-5-methyl-6-propyloxan-2-yl]-3-[(2S,3S,5S)-5-[(2R,3R,5R)-5-ethyl-2-hydroxy-5-[(1S)-1-hydroxybutyl]-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl]-6-hydroxy-5-methyloctan-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H68O9/c1-12-17-28(38)35(16-5)20-22(7)37(43,46-35)34(11)19-21(6)32(44-34)26(14-3)30(40)23(8)29(39)24(9)33-27(15-4)31(41)25(10)36(42,45-33)18-13-2/h21-29,31-33,38-39,41-43H,12-20H2,1-11H3/t21-,22+,23-,24-,25-,26-,27-,28-,29+,31-,32-,33+,34-,35+,36-,37+/m0/s1
InChI Key MESKYLAOEVRSMC-ABUZYVMDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H68O9
Molecular Weight 656.90 g/mol
Exact Mass 656.48633374 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.36
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,6S,7S)-7-[(2R,3S,4R,5S,6S)-3-ethyl-4,6-dihydroxy-5-methyl-6-propyloxan-2-yl]-3-[(2S,3S,5S)-5-[(2R,3R,5R)-5-ethyl-2-hydroxy-5-[(1S)-1-hydroxybutyl]-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl]-6-hydroxy-5-methyloctan-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 + 0.8484 84.84%
Caco-2 - 0.8476 84.76%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7567 75.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8301 83.01%
OATP1B3 inhibitior + 0.8542 85.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6907 69.07%
P-glycoprotein inhibitior + 0.7545 75.45%
P-glycoprotein substrate + 0.6867 68.67%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 0.8148 81.48%
CYP2D6 substrate - 0.8295 82.95%
CYP3A4 inhibition - 0.7151 71.51%
CYP2C9 inhibition - 0.8640 86.40%
CYP2C19 inhibition - 0.8346 83.46%
CYP2D6 inhibition - 0.9503 95.03%
CYP1A2 inhibition - 0.8996 89.96%
CYP2C8 inhibition + 0.5661 56.61%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6672 66.72%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.5745 57.45%
Skin corrosion - 0.8998 89.98%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3927 39.27%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8667 86.67%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7544 75.44%
Acute Oral Toxicity (c) II 0.4452 44.52%
Estrogen receptor binding + 0.6732 67.32%
Androgen receptor binding + 0.6936 69.36%
Thyroid receptor binding - 0.5745 57.45%
Glucocorticoid receptor binding + 0.6765 67.65%
Aromatase binding + 0.6676 66.76%
PPAR gamma + 0.6551 65.51%
Honey bee toxicity - 0.7273 72.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8863 88.63%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.84% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.29% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.98% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.78% 93.56%
CHEMBL2581 P07339 Cathepsin D 93.84% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.45% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.39% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 91.98% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.45% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.56% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.14% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.99% 95.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.82% 98.05%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.62% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.69% 98.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.65% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.88% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.32% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.78% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.77% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.51% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.42% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 82.07% 94.73%
CHEMBL2514 O95665 Neurotensin receptor 2 81.96% 100.00%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 80.89% 98.57%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.44% 90.71%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.16% 100.00%

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 101666606
LOTUS LTS0114127
wikiData Q105162409