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(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-18-oxapentacyclo[13.2.1.01,9.02,6.010,15]octadec-16-en-13-ol

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 fb5a9bde-b8be-4deb-be2a-01fe01b205bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-18-oxapentacyclo[13.2.1.01,9.02,6.010,15]octadec-16-en-13-ol
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24C=CC5(C3(CCC(C5)O)C)O4)C
SMILES (Isomeric) C[C@@H](/C=C/C(C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@]24C=C[C@@]5([C@@]3(CC[C@@H](C5)O)C)O4)C)C(C)C
InChI InChI=1S/C28H44O2/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20?,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
InChI Key RWSNQTGGDGPKOZ-GJQOWZBLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O2
Molecular Weight 412.60 g/mol
Exact Mass 412.334130642 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.54
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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11-((1R,4R)-1,4,5-Trimethylhex-2-enyl)(1S,3S,15S,6R,10R,11R)-6,10-dimethyl-18-oxapentacyclo[13.2.1.0<1,6>.0<7,15>.0<10,14>]octadec-16-en-3-ol

2D Structure

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2D Structure of (1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-18-oxapentacyclo[13.2.1.01,9.02,6.010,15]octadec-16-en-13-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5337 53.37%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4479 44.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7828 78.28%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6442 64.42%
P-glycoprotein inhibitior - 0.5216 52.16%
P-glycoprotein substrate - 0.6880 68.80%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7076 70.76%
CYP3A4 inhibition - 0.8618 86.18%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.6780 67.80%
CYP2D6 inhibition - 0.9615 96.15%
CYP1A2 inhibition - 0.6897 68.97%
CYP2C8 inhibition - 0.5743 57.43%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5232 52.32%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.9574 95.74%
Skin irritation - 0.5666 56.66%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7045 70.45%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.5662 56.62%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6723 67.23%
Acute Oral Toxicity (c) III 0.3428 34.28%
Estrogen receptor binding + 0.8396 83.96%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding + 0.6936 69.36%
Glucocorticoid receptor binding + 0.6999 69.99%
Aromatase binding + 0.5625 56.25%
PPAR gamma - 0.5070 50.70%
Honey bee toxicity - 0.7026 70.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9437 94.37%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.86% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.56% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.19% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.16% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 88.63% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.00% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.86% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.49% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.60% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 84.76% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.53% 95.56%
CHEMBL268 P43235 Cathepsin K 84.12% 96.85%
CHEMBL2581 P07339 Cathepsin D 82.95% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.74% 96.61%
CHEMBL4072 P07858 Cathepsin B 82.68% 93.67%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.07% 88.81%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.03% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.86% 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.
Ajuga integrifolia

Cross-Links

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PubChem 6475766
LOTUS LTS0053066
wikiData Q105246708