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(1S,8R,9R,12S,13R,16R)-8-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-16-hydroxy-9,13-dimethyl-18,19-dioxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-4-en-3-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 1bed60df-63cc-4cf3-a23a-14d592fc41d0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (1S,8R,9R,12S,13R,16R)-8-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-16-hydroxy-9,13-dimethyl-18,19-dioxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-4-en-3-one
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2=C3C(=O)CC45CC(CCC4(C3(CCC12C)OO5)C)O
SMILES (Isomeric) C[C@@H](/C=C/[C@H](C)C(C)C)[C@H]1CCC2=C3C(=O)C[C@@]45C[C@@H](CC[C@]4([C@]3(CC[C@]12C)OO5)C)O
InChI InChI=1S/C28H42O4/c1-17(2)18(3)7-8-19(4)21-9-10-22-24-23(30)16-27-15-20(29)11-12-26(27,6)28(24,32-31-27)14-13-25(21,22)5/h7-8,17-21,29H,9-16H2,1-6H3/b8-7+/t18-,19-,20+,21+,25+,26+,27-,28+/m0/s1
InChI Key LJBJXGTWGWODIW-SNAIOVFFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O4
Molecular Weight 442.60 g/mol
Exact Mass 442.30830982 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.94
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,8R,9R,12S,13R,16R)-8-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-16-hydroxy-9,13-dimethyl-18,19-dioxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 + 0.5523 55.23%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7086 70.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9407 94.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5929 59.29%
BSEP inhibitior + 0.8808 88.08%
P-glycoprotein inhibitior + 0.5718 57.18%
P-glycoprotein substrate - 0.6390 63.90%
CYP3A4 substrate + 0.6806 68.06%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7270 72.70%
CYP2C9 inhibition - 0.7829 78.29%
CYP2C19 inhibition - 0.7980 79.80%
CYP2D6 inhibition - 0.9447 94.47%
CYP1A2 inhibition - 0.6528 65.28%
CYP2C8 inhibition - 0.6447 64.47%
CYP inhibitory promiscuity - 0.8719 87.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4787 47.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9401 94.01%
Skin irritation + 0.4891 48.91%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3972 39.72%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7657 76.57%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5843 58.43%
Acute Oral Toxicity (c) III 0.4145 41.45%
Estrogen receptor binding + 0.8578 85.78%
Androgen receptor binding + 0.6893 68.93%
Thyroid receptor binding + 0.6964 69.64%
Glucocorticoid receptor binding + 0.7432 74.32%
Aromatase binding + 0.6487 64.87%
PPAR gamma + 0.6828 68.28%
Honey bee toxicity - 0.8080 80.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9897 98.97%

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 94.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.14% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.00% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.83% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.74% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.46% 91.07%
CHEMBL2581 P07339 Cathepsin D 91.29% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.93% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.74% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.99% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.88% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.34% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 85.97% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.28% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.69% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.52% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.81% 100.00%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.31% 93.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.00% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.97% 97.25%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 80.95% 92.38%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.72% 95.00%

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 163193495
LOTUS LTS0010929
wikiData Q105152471