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[(1R,2S,3S)-4-hydroxy-1-[(2'S,5S,8R,9S,10S,13S,14S,16S,17R)-16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]-2,3,4-trimethylpentyl] 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 a810e394-b553-4298-9bc1-38f3de624b60
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(1R,2S,3S)-4-hydroxy-1-[(2'S,5S,8R,9S,10S,13S,14S,16S,17R)-16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]-2,3,4-trimethylpentyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H50O6/c1-17(18(2)27(4,5)35)26(36-19(3)32)30(8)31(37-30)25(34)16-24-22-10-9-20-15-21(33)11-13-28(20,6)23(22)12-14-29(24,31)7/h17-18,20,22-26,34-35H,9-16H2,1-8H3/t17-,18-,20-,22+,23-,24-,25-,26+,28-,29-,30-,31-/m0/s1
InChI Key RHKVRIFPIFJIPC-BSZBOALFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O6
Molecular Weight 518.70 g/mol
Exact Mass 518.36073931 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S)-4-hydroxy-1-[(2'S,5S,8R,9S,10S,13S,14S,16S,17R)-16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]-2,3,4-trimethylpentyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9588 95.88%
Caco-2 - 0.7379 73.79%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6886 68.86%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8095 80.95%
P-glycoprotein inhibitior + 0.6327 63.27%
P-glycoprotein substrate + 0.5742 57.42%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8450 84.50%
CYP3A4 inhibition - 0.7581 75.81%
CYP2C9 inhibition - 0.7511 75.11%
CYP2C19 inhibition - 0.7762 77.62%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.6954 69.54%
CYP2C8 inhibition + 0.5712 57.12%
CYP inhibitory promiscuity - 0.9703 97.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6513 65.13%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.5615 56.15%
Skin corrosion - 0.9092 90.92%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5649 56.49%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5417 54.17%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7819 78.19%
Acute Oral Toxicity (c) III 0.4197 41.97%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.7701 77.01%
Thyroid receptor binding - 0.4924 49.24%
Glucocorticoid receptor binding + 0.7313 73.13%
Aromatase binding + 0.7540 75.40%
PPAR gamma + 0.6842 68.42%
Honey bee toxicity - 0.7039 70.39%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9558 95.58%

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 99.75% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.09% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.30% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 92.86% 97.79%
CHEMBL1914 P06276 Butyrylcholinesterase 92.50% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.84% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.78% 97.09%
CHEMBL1871 P10275 Androgen Receptor 90.67% 96.43%
CHEMBL299 P17252 Protein kinase C alpha 88.92% 98.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.19% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.87% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.36% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.68% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.38% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.61% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.26% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.20% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.03% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.38% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.31% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.14% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.12% 95.89%
CHEMBL5028 O14672 ADAM10 82.94% 97.50%
CHEMBL204 P00734 Thrombin 82.72% 96.01%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.65% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.08% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.17% 89.50%

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 10951424
LOTUS LTS0180320
wikiData Q105236455