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ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS,9R)-2,9-dihydroxy-3a,5a-dimethyl-6-[(E,2R)-6-methylhept-3-en-2-yl]-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-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 9a0c6ff6-fb37-46ab-ab17-608772e6f797
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids
IUPAC Name ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS,9R)-2,9-dihydroxy-3a,5a-dimethyl-6-[(E,2R)-6-methylhept-3-en-2-yl]-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-2-carboxylate
SMILES (Canonical) CCOC(=O)C1(CC2(C3CCC4(C(C3C(C=C2C1=O)O)CCC4C(C)C=CCC(C)C)C)C)O
SMILES (Isomeric) CCOC(=O)[C@@]1(C[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3[C@H](C=C2C1=O)O)CC[C@@H]4[C@H](C)/C=C/CC(C)C)C)C)O
InChI InChI=1S/C29H44O5/c1-7-34-26(32)29(33)16-28(6)21-13-14-27(5)19(18(4)10-8-9-17(2)3)11-12-20(27)24(21)23(30)15-22(28)25(29)31/h8,10,15,17-21,23-24,30,33H,7,9,11-14,16H2,1-6H3/b10-8+/t18-,19-,20+,21+,23+,24+,27-,28-,29+/m1/s1
InChI Key WLOSXWARCGDQKV-KIKXXBTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O5
Molecular Weight 472.70 g/mol
Exact Mass 472.31887450 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS,9R)-2,9-dihydroxy-3a,5a-dimethyl-6-[(E,2R)-6-methylhept-3-en-2-yl]-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-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 + 0.9933 99.33%
Caco-2 - 0.6596 65.96%
Blood Brain Barrier + 1.0000 100.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8648 86.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8218 82.18%
OATP1B3 inhibitior + 0.9587 95.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5885 58.85%
BSEP inhibitior + 0.9350 93.50%
P-glycoprotein inhibitior + 0.5788 57.88%
P-glycoprotein substrate - 0.5915 59.15%
CYP3A4 substrate + 0.7371 73.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8979 89.79%
CYP3A4 inhibition - 0.7656 76.56%
CYP2C9 inhibition - 0.8414 84.14%
CYP2C19 inhibition - 0.9354 93.54%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.9085 90.85%
CYP2C8 inhibition - 0.5788 57.88%
CYP inhibitory promiscuity - 0.8184 81.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6089 60.89%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9621 96.21%
Skin irritation + 0.7899 78.99%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.6459 64.59%
Human Ether-a-go-go-Related Gene inhibition - 0.4217 42.17%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6388 63.88%
skin sensitisation - 0.8987 89.87%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7803 78.03%
Acute Oral Toxicity (c) III 0.7172 71.72%
Estrogen receptor binding + 0.7530 75.30%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding + 0.5439 54.39%
Glucocorticoid receptor binding + 0.8045 80.45%
Aromatase binding + 0.6861 68.61%
PPAR gamma + 0.5311 53.11%
Honey bee toxicity - 0.7792 77.92%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.49% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.80% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 93.10% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.74% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.95% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 90.48% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.84% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.07% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.00% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.56% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.09% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.88% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.23% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.09% 89.34%
CHEMBL4040 P28482 MAP kinase ERK2 83.61% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.22% 95.89%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.25% 92.32%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.20% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.01% 96.47%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.30% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.21% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.62% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.37% 93.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.06% 85.31%

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 16086584
LOTUS LTS0110606
wikiData Q105308135