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2-[4-[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

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Internal ID b479bd41-866b-4e2d-99f3-1329353772db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Cheilanthane sesterterpenoids
IUPAC Name 2-[4-[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)
SMILES (Isomeric)
InChI InChI=1S/C27H43NO8S2/c1-25(2)12-5-13-27(4)22(25)10-14-26(3)21(20(7-9-23(26)27)18-36-38(33,34)35)8-6-19-11-15-28(24(19)29)16-17-37(30,31)32/h11,18,21-23H,5-10,12-17H2,1-4H3,(H,30,31,32)(H,33,34,35)/b20-18+/t21-,22-,23-,26+,27-/m0/s1
InChI Key YEPVVIIGWLIREQ-WQMLZTBVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO8S2
Molecular Weight 573.80 g/mol
Exact Mass 573.24300968 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9155 91.55%
Caco-2 - 0.7675 76.75%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Plasma membrane 0.3981 39.81%
OATP2B1 inhibitior - 0.5651 56.51%
OATP1B1 inhibitior + 0.8453 84.53%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9771 97.71%
P-glycoprotein inhibitior + 0.6734 67.34%
P-glycoprotein substrate - 0.6211 62.11%
CYP3A4 substrate + 0.7117 71.17%
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 + 0.5236 52.36%
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 - 0.9275 92.75%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9047 90.47%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4199 41.99%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8292 82.92%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7258 72.58%
Acute Oral Toxicity (c) III 0.5997 59.97%
Estrogen receptor binding + 0.7675 76.75%
Androgen receptor binding + 0.6613 66.13%
Thyroid receptor binding - 0.5054 50.54%
Glucocorticoid receptor binding + 0.7263 72.63%
Aromatase binding + 0.6558 65.58%
PPAR gamma + 0.5659 56.59%
Honey bee toxicity - 0.7622 76.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9887 98.87%

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
CHEMBL2581 P07339 Cathepsin D 98.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.13% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 95.78% 92.97%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.46% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.36% 97.25%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.67% 93.40%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.62% 82.69%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.08% 99.18%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.73% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.92% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 86.82% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.97% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.42% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.88% 95.69%
CHEMBL1871 P10275 Androgen Receptor 82.49% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.44% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.02% 89.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.34% 94.66%
CHEMBL5255 O00206 Toll-like receptor 4 81.25% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.78% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.73% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.59% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.53% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 95.89%

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 90683094
LOTUS LTS0197611
wikiData Q105347352