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(2R)-6-methyl-2-[(5R,7S,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic 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 3c0d7d9e-62b0-402f-a50f-400969869953
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R)-6-methyl-2-[(5R,7S,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H56O9/c1-19(2)9-8-10-20(31(42)43)21-11-16-36(7)27-22(12-15-35(21,36)6)34(5)14-13-26(38)33(3,4)25(34)17-23(27)44-32-30(41)29(40)28(39)24(18-37)45-32/h9,20-21,23-25,28-30,32,37,39-41H,8,10-18H2,1-7H3,(H,42,43)/t20-,21-,23+,24-,25+,28-,29+,30-,32-,34-,35-,36+/m1/s1
InChI Key GFGIUMWRNMGCBW-WBBUHZHLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O9
Molecular Weight 632.80 g/mol
Exact Mass 632.39243336 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-6-methyl-2-[(5R,7S,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8611 86.11%
Caco-2 - 0.8067 80.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8867 88.67%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.7608 76.08%
OATP1B3 inhibitior - 0.2801 28.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5442 54.42%
BSEP inhibitior + 0.7998 79.98%
P-glycoprotein inhibitior + 0.7142 71.42%
P-glycoprotein substrate - 0.6235 62.35%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.8521 85.21%
CYP2C9 inhibition - 0.7826 78.26%
CYP2C19 inhibition - 0.9084 90.84%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.7907 79.07%
CYP2C8 inhibition + 0.6000 60.00%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6934 69.34%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.5128 51.28%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7290 72.90%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6920 69.20%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5983 59.83%
Acute Oral Toxicity (c) III 0.7134 71.34%
Estrogen receptor binding + 0.7726 77.26%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding - 0.5276 52.76%
Glucocorticoid receptor binding + 0.6992 69.92%
Aromatase binding + 0.7148 71.48%
PPAR gamma + 0.6352 63.52%
Honey bee toxicity - 0.6503 65.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9833 98.33%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.05% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.68% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.45% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.18% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.27% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.36% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.61% 91.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.17% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.78% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 83.34% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.94% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.49% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.43% 92.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.33% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.22% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.55% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.83% 94.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.22% 95.50%

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 163033547
LOTUS LTS0209768
wikiData Q105007527