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(2R)-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]propanoic 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 1d9685ac-be37-486f-aa70-ad827d8f4d07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Cheilanthane sesterterpenoids
IUPAC Name (2R)-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]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H43NO7S/c1-18(25(31)32)29-16-12-19(24(29)30)7-9-21-20(17-36-37(33,34)35)8-10-23-27(21,4)15-11-22-26(2,3)13-6-14-28(22,23)5/h12,17-18,21-23H,6-11,13-16H2,1-5H3,(H,31,32)(H,33,34,35)/b20-17+/t18-,21+,22+,23+,27-,28+/m1/s1
InChI Key RYLVNWOBQRFZOO-IVWQTZDDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H43NO7S
Molecular Weight 537.70 g/mol
Exact Mass 537.27602388 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-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]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6940 69.40%
Caco-2 - 0.7156 71.56%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Plasma membrane 0.4848 48.48%
OATP2B1 inhibitior - 0.5649 56.49%
OATP1B1 inhibitior + 0.8333 83.33%
OATP1B3 inhibitior + 0.9279 92.79%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9727 97.27%
P-glycoprotein inhibitior + 0.6964 69.64%
P-glycoprotein substrate - 0.5913 59.13%
CYP3A4 substrate + 0.6909 69.09%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.9044 90.44%
CYP3A4 inhibition - 0.8491 84.91%
CYP2C9 inhibition - 0.7078 70.78%
CYP2C19 inhibition - 0.6902 69.02%
CYP2D6 inhibition - 0.8583 85.83%
CYP1A2 inhibition - 0.7274 72.74%
CYP2C8 inhibition + 0.4775 47.75%
CYP inhibitory promiscuity - 0.6532 65.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.5600 56.00%
Carcinogenicity (trinary) Non-required 0.5847 58.47%
Eye corrosion - 0.9769 97.69%
Eye irritation - 0.9296 92.96%
Skin irritation - 0.7551 75.51%
Skin corrosion - 0.9018 90.18%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4554 45.54%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5885 58.85%
skin sensitisation - 0.8266 82.66%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8266 82.66%
Acute Oral Toxicity (c) III 0.5973 59.73%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.7005 70.05%
Thyroid receptor binding + 0.5325 53.25%
Glucocorticoid receptor binding + 0.8211 82.11%
Aromatase binding + 0.7156 71.56%
PPAR gamma - 0.4884 48.84%
Honey bee toxicity - 0.8100 81.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.99% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.68% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.01% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.55% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.71% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.38% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.29% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.34% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.76% 93.03%
CHEMBL5255 O00206 Toll-like receptor 4 86.09% 92.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.98% 95.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.61% 94.33%
CHEMBL3524 P56524 Histone deacetylase 4 84.54% 92.97%
CHEMBL5028 O14672 ADAM10 83.30% 97.50%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.22% 99.18%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.67% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.54% 91.03%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.47% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.97% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.64% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.51% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.18% 90.71%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.77% 85.31%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 90683090
LOTUS LTS0263461
wikiData Q105247681