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(1S,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxatetracyclo[9.7.0.03,9.012,16]octadeca-2,4-dien-7-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 ed342b7c-ea31-46a6-912d-544b5b0b74c3
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
IUPAC Name (1S,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxatetracyclo[9.7.0.03,9.012,16]octadeca-2,4-dien-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H38O7/c1-15-13-22(35-24(30)16(15)2)26(5,31)28(33)12-11-27(32)20-14-21-19(7-6-8-23(29)34-21)17(3)18(20)9-10-25(27,28)4/h6-7,18,20-22,31-33H,8-14H2,1-5H3/t18-,20-,21-,22-,25+,26+,27-,28+/m1/s1
InChI Key IPKOELXELPUFEK-OTUIKDRCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxatetracyclo[9.7.0.03,9.012,16]octadeca-2,4-dien-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8951 89.51%
Caco-2 - 0.6401 64.01%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7234 72.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9141 91.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6124 61.24%
BSEP inhibitior + 0.8543 85.43%
P-glycoprotein inhibitior + 0.5971 59.71%
P-glycoprotein substrate + 0.5739 57.39%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9106 91.06%
CYP3A4 inhibition - 0.8652 86.52%
CYP2C9 inhibition - 0.8885 88.85%
CYP2C19 inhibition - 0.9090 90.90%
CYP2D6 inhibition - 0.9565 95.65%
CYP1A2 inhibition - 0.8663 86.63%
CYP2C8 inhibition + 0.6129 61.29%
CYP inhibitory promiscuity - 0.9823 98.23%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5303 53.03%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9276 92.76%
Skin irritation + 0.6123 61.23%
Skin corrosion - 0.9057 90.57%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6902 69.02%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.6574 65.74%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6595 65.95%
Acute Oral Toxicity (c) I 0.2809 28.09%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.7579 75.79%
Thyroid receptor binding + 0.5569 55.69%
Glucocorticoid receptor binding + 0.8332 83.32%
Aromatase binding + 0.7837 78.37%
PPAR gamma + 0.5710 57.10%
Honey bee toxicity - 0.8553 85.53%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9784 97.84%

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 98.57% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.31% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.42% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.64% 99.23%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.15% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.77% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.90% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.28% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.81% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.42% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.52% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.77% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.49% 94.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.72% 95.38%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.30% 85.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.00% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 80.94% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 80.63% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.53% 96.09%

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.
Physalis peruviana

Cross-Links

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PubChem 163099577
LOTUS LTS0260748
wikiData Q105117297