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[(1S,2R,3R)-4-acetyloxy-2,3,4-trimethyl-1-[(2'R,5R,8S,9R,10R,13R,14R,17R)-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]pentyl] 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 76b364d4-8b4f-4955-be71-ba859a30b68c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(1S,2R,3R)-4-acetyloxy-2,3,4-trimethyl-1-[(2'R,5R,8S,9R,10R,13R,14R,17R)-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]pentyl] acetate
SMILES (Canonical) CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)CCC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)C)OC(=O)C
SMILES (Isomeric) C[C@H]([C@@H](C)C(C)(C)OC(=O)C)[C@@H]([C@@]1([C@@]2(O1)CC[C@H]3[C@]2(CC[C@@H]4[C@@H]3CC[C@H]5[C@]4(CCC(=O)C5)C)C)C)OC(=O)C
InChI InChI=1S/C33H52O6/c1-19(20(2)29(5,6)38-22(4)35)28(37-21(3)34)32(9)33(39-32)17-14-27-25-11-10-23-18-24(36)12-15-30(23,7)26(25)13-16-31(27,33)8/h19-20,23,25-28H,10-18H2,1-9H3/t19-,20-,23-,25+,26-,27-,28+,30-,31-,32-,33-/m1/s1
InChI Key FVZOEIVUTGXCOH-BEEHKQQLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O6
Molecular Weight 544.80 g/mol
Exact Mass 544.37638937 g/mol
Topological Polar Surface Area (TPSA) 82.20 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.67
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R)-4-acetyloxy-2,3,4-trimethyl-1-[(2'R,5R,8S,9R,10R,13R,14R,17R)-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]pentyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 - 0.7286 72.86%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6545 65.45%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.8483 84.83%
OATP1B3 inhibitior + 0.9723 97.23%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8778 87.78%
P-glycoprotein inhibitior + 0.7799 77.99%
P-glycoprotein substrate - 0.5871 58.71%
CYP3A4 substrate + 0.7272 72.72%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.8441 84.41%
CYP3A4 inhibition - 0.8649 86.49%
CYP2C9 inhibition - 0.6977 69.77%
CYP2C19 inhibition - 0.6660 66.60%
CYP2D6 inhibition - 0.9573 95.73%
CYP1A2 inhibition - 0.7765 77.65%
CYP2C8 inhibition + 0.5616 56.16%
CYP inhibitory promiscuity - 0.9604 96.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6586 65.86%
Eye corrosion - 0.9750 97.50%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.6461 64.61%
Skin corrosion - 0.8964 89.64%
Ames mutagenesis - 0.6724 67.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6566 65.66%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7706 77.06%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6983 69.83%
Acute Oral Toxicity (c) III 0.5350 53.50%
Estrogen receptor binding + 0.7562 75.62%
Androgen receptor binding + 0.7911 79.11%
Thyroid receptor binding + 0.5233 52.33%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.7435 74.35%
PPAR gamma + 0.7093 70.93%
Honey bee toxicity - 0.7205 72.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9764 97.64%

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 98.87% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.14% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.84% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.73% 98.95%
CHEMBL204 P00734 Thrombin 89.76% 96.01%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.81% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.95% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.49% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.73% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.70% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.56% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.25% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.60% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.31% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.28% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.70% 90.71%
CHEMBL1871 P10275 Androgen Receptor 84.36% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.34% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.13% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.13% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.79% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.76% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.69% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.53% 92.88%
CHEMBL5028 O14672 ADAM10 81.49% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.60% 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 162893756
LOTUS LTS0077048
wikiData Q105003046