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(2S,4S,6S,7R,8R,9R,12R,13R,15S,16R,18R)-2,7,15,16-tetrahydroxy-6-[(1S,2S)-1-hydroxy-2,3-dimethylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-en-19-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 bda2bd2e-7f9e-4729-8f18-8b65aafe6115
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ecdysteroids
IUPAC Name (2S,4S,6S,7R,8R,9R,12R,13R,15S,16R,18R)-2,7,15,16-tetrahydroxy-6-[(1S,2S)-1-hydroxy-2,3-dimethylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-en-19-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44O7/c1-13(2)14(3)22(32)24-27(6,33)23-21(35-24)12-28(34)16-9-18(29)17-10-19(30)20(31)11-25(17,4)15(16)7-8-26(23,28)5/h9,13-15,17,19-24,30-34H,7-8,10-12H2,1-6H3/t14-,15-,17-,19+,20-,21-,22-,23-,24-,25+,26+,27+,28+/m0/s1
InChI Key WLJSJUHWAWNUMY-HBTIYDMCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O7
Molecular Weight 492.60 g/mol
Exact Mass 492.30870374 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4S,6S,7R,8R,9R,12R,13R,15S,16R,18R)-2,7,15,16-tetrahydroxy-6-[(1S,2S)-1-hydroxy-2,3-dimethylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-en-19-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9845 98.45%
Caco-2 - 0.5667 56.67%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7347 73.47%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8696 86.96%
OATP1B3 inhibitior + 0.9413 94.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6321 63.21%
BSEP inhibitior - 0.5512 55.12%
P-glycoprotein inhibitior - 0.5986 59.86%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8792 87.92%
CYP3A4 inhibition - 0.7694 76.94%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.7968 79.68%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.7605 76.05%
CYP2C8 inhibition - 0.6839 68.39%
CYP inhibitory promiscuity - 0.8807 88.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5256 52.56%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9383 93.83%
Skin irritation + 0.5674 56.74%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5401 54.01%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.6107 61.07%
skin sensitisation - 0.7912 79.12%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6494 64.94%
Acute Oral Toxicity (c) I 0.3780 37.80%
Estrogen receptor binding + 0.7294 72.94%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding + 0.6410 64.10%
Glucocorticoid receptor binding + 0.6970 69.70%
Aromatase binding + 0.6136 61.36%
PPAR gamma - 0.5448 54.48%
Honey bee toxicity - 0.8053 80.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9834 98.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.88% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.61% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.34% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.01% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.23% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.08% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.10% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.98% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.71% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.81% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.96% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.84% 90.71%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.06% 94.78%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.80% 92.88%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.34% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.64% 89.00%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 83.28% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.57% 97.14%
CHEMBL4208 P20618 Proteasome component C5 82.49% 90.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.20% 85.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.81% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.33% 99.23%

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 162877822
LOTUS LTS0229444
wikiData Q105307999