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(2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-3,5,9,11-tetramethyl-8-[(2R)-3-oxopentan-2-yl]-1,7-dioxaspiro[5.5]undecan-10-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 51a15d0b-1434-498c-ac65-cfe53970ee29
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
IUPAC Name (2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-3,5,9,11-tetramethyl-8-[(2R)-3-oxopentan-2-yl]-1,7-dioxaspiro[5.5]undecan-10-one
SMILES (Canonical) CCC1=C(C(=O)C(=C(O1)C(C)C2(C(C(C(C3(O2)C(C(=O)C(C(O3)C(C)C(=O)CC)C)C)C)O)C)O)C)C
SMILES (Isomeric) CCC1=C(C(=O)C(=C(O1)[C@H](C)[C@@]2([C@H]([C@H]([C@H]([C@@]3(O2)[C@@H](C(=O)[C@@H]([C@H](O3)[C@@H](C)C(=O)CC)C)C)C)O)C)O)C)C
InChI InChI=1S/C29H44O8/c1-11-21(30)13(3)26-16(6)24(32)18(8)29(36-26)19(9)25(33)17(7)28(34,37-29)20(10)27-15(5)23(31)14(4)22(12-2)35-27/h13,16-20,25-26,33-34H,11-12H2,1-10H3/t13-,16-,17-,18+,19+,20-,25+,26+,28-,29-/m0/s1
InChI Key LEPZJIOTHLJGCD-WUUBIATLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O8
Molecular Weight 520.70 g/mol
Exact Mass 520.30361836 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-3,5,9,11-tetramethyl-8-[(2R)-3-oxopentan-2-yl]-1,7-dioxaspiro[5.5]undecan-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8273 82.73%
Caco-2 - 0.7335 73.35%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7261 72.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8525 85.25%
OATP1B3 inhibitior + 0.8782 87.82%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6461 64.61%
P-glycoprotein substrate + 0.5831 58.31%
CYP3A4 substrate + 0.6313 63.13%
CYP2C9 substrate - 0.5872 58.72%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.8230 82.30%
CYP2C9 inhibition - 0.7789 77.89%
CYP2C19 inhibition - 0.8779 87.79%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.8926 89.26%
CYP2C8 inhibition - 0.5723 57.23%
CYP inhibitory promiscuity - 0.8932 89.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6888 68.88%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.7001 70.01%
Skin corrosion - 0.8987 89.87%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7030 70.30%
Micronuclear - 0.5182 51.82%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8265 82.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7402 74.02%
Acute Oral Toxicity (c) III 0.6085 60.85%
Estrogen receptor binding + 0.7739 77.39%
Androgen receptor binding + 0.7281 72.81%
Thyroid receptor binding + 0.6112 61.12%
Glucocorticoid receptor binding + 0.7197 71.97%
Aromatase binding + 0.6986 69.86%
PPAR gamma + 0.7312 73.12%
Honey bee toxicity - 0.8289 82.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity + 0.9337 93.37%

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
CHEMBL2581 P07339 Cathepsin D 94.75% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.98% 96.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.10% 97.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.65% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.19% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.07% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.30% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.43% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.28% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.94% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.49% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.31% 97.29%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.03% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.45% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.04% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.78% 96.90%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.06% 90.08%

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 23247574
LOTUS LTS0261077
wikiData Q105150715