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[(6R)-6-[(3S,8S,9S,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-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 04115d47-5dd7-41a3-8091-64a795d40cb8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name [(6R)-6-[(3S,8S,9S,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-yl] acetate
SMILES (Canonical) CC(CCCC(C)(C)OC(=O)C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(CO5)O)O)O)CO)C
SMILES (Isomeric) C[C@H](CCCC(C)(C)OC(=O)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@H]([C@@H]([C@@H](CO5)O)O)O)CO)C
InChI InChI=1S/C34H56O8/c1-20(7-6-14-32(3,4)42-21(2)36)25-10-11-26-24-9-8-22-17-23(41-31-30(39)29(38)28(37)18-40-31)12-16-34(22,19-35)27(24)13-15-33(25,26)5/h8,20,23-31,35,37-39H,6-7,9-19H2,1-5H3/t20-,23+,24+,25-,26+,27+,28-,29-,30+,31+,33-,34-/m1/s1
InChI Key PFOFQIZGKYNMTR-QBVSUKJSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H56O8
Molecular Weight 592.80 g/mol
Exact Mass 592.39751874 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(6R)-6-[(3S,8S,9S,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-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 + 0.8580 85.80%
Caco-2 - 0.8355 83.55%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8408 84.08%
OATP2B1 inhibitior - 0.5713 57.13%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior - 0.2991 29.91%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.7528 75.28%
P-glycoprotein inhibitior + 0.6851 68.51%
P-glycoprotein substrate + 0.6745 67.45%
CYP3A4 substrate + 0.7614 76.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9253 92.53%
CYP2C9 inhibition - 0.8446 84.46%
CYP2C19 inhibition - 0.8914 89.14%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition + 0.6242 62.42%
CYP inhibitory promiscuity - 0.9358 93.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6791 67.91%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.5537 55.37%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.6578 65.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6704 67.04%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6581 65.81%
skin sensitisation - 0.9019 90.19%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8888 88.88%
Acute Oral Toxicity (c) III 0.6876 68.76%
Estrogen receptor binding + 0.7485 74.85%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding - 0.6314 63.14%
Glucocorticoid receptor binding + 0.6529 65.29%
Aromatase binding + 0.6782 67.82%
PPAR gamma - 0.4879 48.79%
Honey bee toxicity - 0.7432 74.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9553 95.53%

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 99.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.64% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.13% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.74% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.07% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.13% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.33% 85.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.54% 92.88%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.53% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.23% 90.71%
CHEMBL4581 P52732 Kinesin-like protein 1 86.89% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.83% 95.89%
CHEMBL5028 O14672 ADAM10 85.81% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.40% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.57% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.60% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.85% 96.90%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.78% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.66% 97.14%
CHEMBL237 P41145 Kappa opioid receptor 81.56% 98.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.48% 91.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.35% 89.67%

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 102440978
LOTUS LTS0212820
wikiData Q105207876