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6-(1,3-Dihydroxy-2,3-dimethylbutyl)-2,16-dihydroxy-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 a8d179bb-b34e-49aa-993b-d5c74a2cb4d9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ecdysteroids
IUPAC Name 6-(1,3-dihydroxy-2,3-dimethylbutyl)-2,16-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-en-19-one
SMILES (Canonical) CC1C2C(CC3(C2(CCC4C3=CC(=O)C5C4(CCC(C5)O)C)C)O)OC1C(C(C)C(C)(C)O)O
SMILES (Isomeric) CC1C2C(CC3(C2(CCC4C3=CC(=O)C5C4(CCC(C5)O)C)C)O)OC1C(C(C)C(C)(C)O)O
InChI InChI=1S/C28H44O6/c1-14-22-21(34-24(14)23(31)15(2)25(3,4)32)13-28(33)18-12-20(30)19-11-16(29)7-9-26(19,5)17(18)8-10-27(22,28)6/h12,14-17,19,21-24,29,31-33H,7-11,13H2,1-6H3
InChI Key YEMLNZKGKQAXTR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O6
Molecular Weight 476.60 g/mol
Exact Mass 476.31378912 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-(1,3-Dihydroxy-2,3-dimethylbutyl)-2,16-dihydroxy-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 + 0.9913 99.13%
Caco-2 - 0.5542 55.42%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7215 72.15%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5365 53.65%
BSEP inhibitior + 0.6760 67.60%
P-glycoprotein inhibitior - 0.5834 58.34%
P-glycoprotein substrate + 0.6029 60.29%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8807 88.07%
CYP3A4 inhibition - 0.7220 72.20%
CYP2C9 inhibition - 0.8316 83.16%
CYP2C19 inhibition - 0.8238 82.38%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.7465 74.65%
CYP2C8 inhibition - 0.6095 60.95%
CYP inhibitory promiscuity - 0.8087 80.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5063 50.63%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9484 94.84%
Skin irritation + 0.5887 58.87%
Skin corrosion - 0.9210 92.10%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4904 49.04%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.6013 60.13%
skin sensitisation - 0.7907 79.07%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7415 74.15%
Acute Oral Toxicity (c) I 0.4074 40.74%
Estrogen receptor binding + 0.7554 75.54%
Androgen receptor binding + 0.7264 72.64%
Thyroid receptor binding + 0.6582 65.82%
Glucocorticoid receptor binding + 0.7481 74.81%
Aromatase binding + 0.6507 65.07%
PPAR gamma - 0.5191 51.91%
Honey bee toxicity - 0.8228 82.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9813 98.13%

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 99.28% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.00% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.84% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.10% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.81% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.06% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 91.90% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.20% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.65% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.41% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.11% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.75% 94.45%
CHEMBL1871 P10275 Androgen Receptor 88.51% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.26% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.13% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 85.39% 95.93%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.77% 93.99%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.66% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.22% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.14% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.86% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 81.11% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 80.95% 97.79%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.58% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.43% 95.89%

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 74065782
LOTUS LTS0045122
wikiData Q104201616