PlantaeDB Logo
Login Sign-up

S-methyl 2-[(1S,3R,5R)-3-[(1R)-1-[(7R,8R,9S,10R,13S,14S,17R)-7,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethyl]-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-1-yl]ethanethioate

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

Top
Internal ID 10188d53-9dfa-4708-a64d-c2629fe545fd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name S-methyl 2-[(1S,3R,5R)-3-[(1R)-1-[(7R,8R,9S,10R,13S,14S,17R)-7,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethyl]-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-1-yl]ethanethioate
SMILES (Canonical) CC(C1CC2(C(OC(O1)(O2)CC(=O)SC)(C)C)C)C3(CCC4C3(CCC5C4C(CC6=CC(=O)C=CC56C)O)C)O
SMILES (Isomeric) C[C@H]([C@H]1C[C@@]2(C(O[C@](O1)(O2)CC(=O)SC)(C)C)C)[C@@]3(CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4[C@@H](CC6=CC(=O)C=C[C@]56C)O)C)O
InChI InChI=1S/C32H46O7S/c1-18(24-16-30(6)27(2,3)38-32(37-24,39-30)17-25(35)40-7)31(36)13-10-22-26-21(9-12-29(22,31)5)28(4)11-8-20(33)14-19(28)15-23(26)34/h8,11,14,18,21-24,26,34,36H,9-10,12-13,15-17H2,1-7H3/t18-,21+,22+,23-,24-,26-,28+,29+,30-,31-,32+/m1/s1
InChI Key WFGCATNMLRTNKE-SQPCSGRISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H46O7S
Molecular Weight 574.80 g/mol
Exact Mass 574.29642498 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of S-methyl 2-[(1S,3R,5R)-3-[(1R)-1-[(7R,8R,9S,10R,13S,14S,17R)-7,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethyl]-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-1-yl]ethanethioate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.7738 77.38%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7141 71.41%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.7807 78.07%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.9474 94.74%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.6764 67.64%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8980 89.80%
CYP3A4 inhibition - 0.6219 62.19%
CYP2C9 inhibition - 0.7720 77.20%
CYP2C19 inhibition - 0.7381 73.81%
CYP2D6 inhibition - 0.9291 92.91%
CYP1A2 inhibition - 0.7970 79.70%
CYP2C8 inhibition + 0.7392 73.92%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4551 45.51%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9360 93.60%
Skin irritation - 0.5798 57.98%
Skin corrosion - 0.9136 91.36%
Ames mutagenesis - 0.6298 62.98%
Human Ether-a-go-go-Related Gene inhibition + 0.6557 65.57%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7714 77.14%
skin sensitisation - 0.8300 83.00%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7249 72.49%
Acute Oral Toxicity (c) III 0.3785 37.85%
Estrogen receptor binding + 0.7286 72.86%
Androgen receptor binding + 0.8196 81.96%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.7997 79.97%
Aromatase binding + 0.7647 76.47%
PPAR gamma + 0.7088 70.88%
Honey bee toxicity - 0.7536 75.36%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9928 99.28%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.41% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.82% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.95% 100.00%
CHEMBL2581 P07339 Cathepsin D 92.75% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.81% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.77% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.06% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.52% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.15% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.88% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.06% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.01% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 87.85% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.27% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.33% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.16% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.96% 95.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.16% 89.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.06% 97.50%

Plants that contains it

Top
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

Top
PubChem 162887779
LOTUS LTS0229440
wikiData Q105303869