PlantaeDB Logo
Login Sign-up

2-[3-[2-[(1R,2E,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-2-(sulfooxymethylidene)-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]ethyl]-5-oxo-2H-pyrrol-1-yl]ethanesulfonic acid

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 00a596cd-3ec2-4deb-bb1a-8bd7ace6f5df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Cheilanthane sesterterpenoids
IUPAC Name 2-[3-[2-[(1R,2E,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-2-(sulfooxymethylidene)-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]ethyl]-5-oxo-2H-pyrrol-1-yl]ethanesulfonic acid
SMILES (Canonical) CC1(CCCC2(C1CCC3(C2CCC(=COS(=O)(=O)O)C3CCC4=CC(=O)N(C4)CCS(=O)(=O)O)C)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CC[C@]3([C@@H]2CC/C(=C\OS(=O)(=O)O)/[C@@H]3CCC4=CC(=O)N(C4)CCS(=O)(=O)O)C)(C)C
InChI InChI=1S/C27H43NO8S2/c1-25(2)11-5-12-27(4)22(25)10-13-26(3)21(20(7-9-23(26)27)18-36-38(33,34)35)8-6-19-16-24(29)28(17-19)14-15-37(30,31)32/h16,18,21-23H,5-15,17H2,1-4H3,(H,30,31,32)(H,33,34,35)/b20-18+/t21-,22-,23-,26+,27-/m0/s1
InChI Key IQBYDENPGUXJGA-WQMLZTBVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H43NO8S2
Molecular Weight 573.80 g/mol
Exact Mass 573.24300968 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[3-[2-[(1R,2E,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-2-(sulfooxymethylidene)-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]ethyl]-5-oxo-2H-pyrrol-1-yl]ethanesulfonic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9155 91.55%
Caco-2 - 0.7849 78.49%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Plasma membrane 0.3981 39.81%
OATP2B1 inhibitior - 0.5634 56.34%
OATP1B1 inhibitior + 0.8326 83.26%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9914 99.14%
P-glycoprotein inhibitior + 0.6868 68.68%
P-glycoprotein substrate - 0.5570 55.70%
CYP3A4 substrate + 0.7047 70.47%
CYP2C9 substrate - 0.7936 79.36%
CYP2D6 substrate - 0.8922 89.22%
CYP3A4 inhibition - 0.8126 81.26%
CYP2C9 inhibition - 0.7642 76.42%
CYP2C19 inhibition - 0.7528 75.28%
CYP2D6 inhibition - 0.8733 87.33%
CYP1A2 inhibition - 0.7739 77.39%
CYP2C8 inhibition + 0.5204 52.04%
CYP inhibitory promiscuity - 0.8775 87.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.6800 68.00%
Carcinogenicity (trinary) Non-required 0.5688 56.88%
Eye corrosion - 0.9775 97.75%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9047 90.47%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7392 73.92%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8292 82.92%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7309 73.09%
Acute Oral Toxicity (c) III 0.5997 59.97%
Estrogen receptor binding + 0.7501 75.01%
Androgen receptor binding + 0.7317 73.17%
Thyroid receptor binding - 0.5291 52.91%
Glucocorticoid receptor binding + 0.7173 71.73%
Aromatase binding + 0.6643 66.43%
PPAR gamma + 0.5501 55.01%
Honey bee toxicity - 0.7929 79.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9887 98.87%

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
CHEMBL2581 P07339 Cathepsin D 98.92% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.95% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.62% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.86% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.15% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 93.65% 95.93%
CHEMBL3524 P56524 Histone deacetylase 4 90.36% 92.97%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.91% 99.18%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.69% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.65% 93.40%
CHEMBL4588 P22894 Matrix metalloproteinase 8 89.20% 94.66%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.75% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 87.46% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.25% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.31% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.16% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.80% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.13% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.00% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.48% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.47% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.66% 98.59%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.79% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 80.14% 94.50%
CHEMBL1871 P10275 Androgen Receptor 80.03% 96.43%

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 90683098
LOTUS LTS0038460
wikiData Q105117677