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[(1S,2R,4aR,7S,8aR)-1,7-dihydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

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 1bb68d74-4915-4271-877d-3e39de2ce346
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,2R,4aR,7S,8aR)-1,7-dihydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical) CC1C(O1)(C)C(=O)OC2CCC3(CC(=O)C(CC3C2(C)O)(C(C)(C)O)O)C
SMILES (Isomeric) C[C@H]1[C@@](O1)(C)C(=O)O[C@@H]2CC[C@@]3(CC(=O)[C@](C[C@H]3[C@]2(C)O)(C(C)(C)O)O)C
InChI InChI=1S/C20H32O7/c1-11-19(6,27-11)15(22)26-14-7-8-17(4)10-13(21)20(25,16(2,3)23)9-12(17)18(14,5)24/h11-12,14,23-25H,7-10H2,1-6H3/t11-,12+,14+,17+,18-,19-,20+/m0/s1
InChI Key OQHDAIMQEQIUIF-XWDRLCGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O7
Molecular Weight 384.50 g/mol
Exact Mass 384.21480336 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4aR,7S,8aR)-1,7-dihydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9250 92.50%
Caco-2 + 0.5987 59.87%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7768 77.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.8656 86.56%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior - 0.5389 53.89%
P-glycoprotein inhibitior - 0.7512 75.12%
P-glycoprotein substrate - 0.7969 79.69%
CYP3A4 substrate + 0.6717 67.17%
CYP2C9 substrate - 0.8182 81.82%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition + 0.5226 52.26%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.7722 77.22%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.6585 65.85%
CYP2C8 inhibition - 0.7874 78.74%
CYP inhibitory promiscuity - 0.9887 98.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6807 68.07%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.5830 58.30%
Skin corrosion - 0.9109 91.09%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7099 70.99%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8323 83.23%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5694 56.94%
Acute Oral Toxicity (c) III 0.4631 46.31%
Estrogen receptor binding + 0.7200 72.00%
Androgen receptor binding + 0.5999 59.99%
Thyroid receptor binding + 0.6632 66.32%
Glucocorticoid receptor binding + 0.6180 61.80%
Aromatase binding + 0.6764 67.64%
PPAR gamma - 0.5703 57.03%
Honey bee toxicity - 0.8344 83.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9786 97.86%

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 98.67% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.30% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.11% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.59% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.46% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.92% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.32% 97.14%
CHEMBL2581 P07339 Cathepsin D 86.41% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 85.50% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 85.47% 95.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.23% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.70% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.60% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.21% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 83.82% 94.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.55% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.27% 83.82%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.33% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.52% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.17% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.72% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.15% 93.03%
CHEMBL299 P17252 Protein kinase C alpha 80.04% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.00% 86.33%

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 24882462
LOTUS LTS0144710
wikiData Q105196801