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[(2R,3R,4S,5S)-6-acetyloxy-2-[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3,16-dioxo-2,4,5,6,7,8,9,11,12,14,15,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-4,5,6-trimethylheptan-3-yl] acetate

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 73e202ec-aef0-4c3e-8ab6-13f96b61b7dc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name [(2R,3R,4S,5S)-6-acetyloxy-2-[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3,16-dioxo-2,4,5,6,7,8,9,11,12,14,15,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-4,5,6-trimethylheptan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H52O7/c1-18(19(2)30(5,6)40-21(4)35)29(39-20(3)34)33(9,38)28-27(37)17-26-24-11-10-22-16-23(36)12-14-31(22,7)25(24)13-15-32(26,28)8/h18-19,22,24-26,28-29,38H,10-17H2,1-9H3/t18-,19-,22-,24+,25-,26-,28-,29+,31-,32-,33+/m0/s1
InChI Key SHCXXWJWIBXMRR-HASQKZNISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O7
Molecular Weight 560.80 g/mol
Exact Mass 560.37130399 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.69
H-Bond Acceptor 7
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 [(2R,3R,4S,5S)-6-acetyloxy-2-[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3,16-dioxo-2,4,5,6,7,8,9,11,12,14,15,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-4,5,6-trimethylheptan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9733 97.33%
Caco-2 - 0.7537 75.37%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8267 82.67%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior + 0.9427 94.27%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8542 85.42%
P-glycoprotein inhibitior + 0.7625 76.25%
P-glycoprotein substrate - 0.5391 53.91%
CYP3A4 substrate + 0.7423 74.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.8555 85.55%
CYP2C9 inhibition - 0.8466 84.66%
CYP2C19 inhibition - 0.8425 84.25%
CYP2D6 inhibition - 0.9735 97.35%
CYP1A2 inhibition - 0.6016 60.16%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9772 97.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9134 91.34%
Skin irritation + 0.6147 61.47%
Skin corrosion - 0.9147 91.47%
Ames mutagenesis - 0.7424 74.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4269 42.69%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8263 82.63%
Acute Oral Toxicity (c) III 0.5312 53.12%
Estrogen receptor binding + 0.7397 73.97%
Androgen receptor binding + 0.7484 74.84%
Thyroid receptor binding - 0.5277 52.77%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.7490 74.90%
PPAR gamma + 0.6508 65.08%
Honey bee toxicity - 0.7029 70.29%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9909 99.09%

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 98.23% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.48% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL204 P00734 Thrombin 96.36% 96.01%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.13% 96.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.65% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.37% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.56% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.66% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 85.58% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.75% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.63% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.24% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.87% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.43% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.26% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.84% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.43% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.97% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.87% 95.89%
CHEMBL5028 O14672 ADAM10 80.18% 97.50%
CHEMBL1871 P10275 Androgen Receptor 80.17% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.09% 100.00%

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 10984577
LOTUS LTS0097199
wikiData Q105252878