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ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-2-hydroxy-3a,5a-dimethyl-6-[(2R)-6-methylheptan-2-yl]-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[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 e013b102-3e1a-4ee1-80bc-25443e3f4eae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids
IUPAC Name ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-2-hydroxy-3a,5a-dimethyl-6-[(2R)-6-methylheptan-2-yl]-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[5,4-e]indene-2-carboxylate
SMILES (Canonical) CCOC(=O)C1(CC2(C3CCC4(C(C3C(=O)C=C2C1=O)CCC4C(C)CCCC(C)C)C)C)O
SMILES (Isomeric) CCOC(=O)[C@@]1(C[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3C(=O)C=C2C1=O)CC[C@@H]4[C@H](C)CCCC(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/h15,17-21,24,33H,7-14,16H2,1-6H3/t18-,19-,20+,21+,24+,27-,28-,29+/m1/s1
InChI Key VAPIYJYATDCKSY-XFTXXRCBSA-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) 80.70 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 7

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)-2-hydroxy-3a,5a-dimethyl-6-[(2R)-6-methylheptan-2-yl]-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[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 + 0.9948 99.48%
Caco-2 - 0.5454 54.54%
Blood Brain Barrier + 1.0000 100.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8548 85.48%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.9013 90.13%
OATP1B3 inhibitior + 0.9667 96.67%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9437 94.37%
P-glycoprotein inhibitior + 0.6589 65.89%
P-glycoprotein substrate + 0.5579 55.79%
CYP3A4 substrate + 0.7446 74.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9077 90.77%
CYP3A4 inhibition - 0.7853 78.53%
CYP2C9 inhibition - 0.8449 84.49%
CYP2C19 inhibition - 0.9128 91.28%
CYP2D6 inhibition - 0.9089 90.89%
CYP1A2 inhibition - 0.9137 91.37%
CYP2C8 inhibition - 0.6102 61.02%
CYP inhibitory promiscuity - 0.8358 83.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6207 62.07%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9563 95.63%
Skin irritation + 0.7969 79.69%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4485 44.85%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5240 52.40%
skin sensitisation - 0.8936 89.36%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7920 79.20%
Acute Oral Toxicity (c) III 0.8316 83.16%
Estrogen receptor binding + 0.7846 78.46%
Androgen receptor binding + 0.8273 82.73%
Thyroid receptor binding + 0.5600 56.00%
Glucocorticoid receptor binding + 0.8532 85.32%
Aromatase binding + 0.6840 68.40%
PPAR gamma + 0.5265 52.65%
Honey bee toxicity - 0.8527 85.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9970 99.70%

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 97.85% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.03% 94.45%
CHEMBL240 Q12809 HERG 93.87% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.74% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.26% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.66% 85.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.05% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.59% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.48% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.22% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.71% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.71% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.30% 94.75%
CHEMBL1871 P10275 Androgen Receptor 86.09% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.68% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.33% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.97% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.67% 95.93%
CHEMBL230 P35354 Cyclooxygenase-2 83.09% 89.63%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.98% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.80% 86.33%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.33% 94.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.22% 96.90%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.99% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.58% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.44% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.41% 100.00%

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 25180581
LOTUS LTS0144569
wikiData Q105282895