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[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 cc2dd46e-8223-4ea3-996e-70b70668b4f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H58O6/c1-24(2)28(40)16-22-39(8,44)27-15-20-37(6)26(27)11-13-32-36(5)19-18-33(35(3,4)31(36)17-21-38(32,37)7)45-34(43)14-10-25-9-12-29(41)30(42)23-25/h9-10,12,14,23,26-28,31-33,40-42,44H,1,11,13,15-22H2,2-8H3/b14-10+/t26-,27+,28-,31+,32-,33+,36+,37-,38-,39+/m1/s1
InChI Key QSLRNMMCDIMEBR-HGYYBQQISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O6
Molecular Weight 622.90 g/mol
Exact Mass 622.42333957 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 8.18
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.8425 84.25%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8423 84.23%
OATP2B1 inhibitior - 0.5691 56.91%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior - 0.3103 31.03%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9493 94.93%
P-glycoprotein inhibitior + 0.7408 74.08%
P-glycoprotein substrate - 0.5239 52.39%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition - 0.7269 72.69%
CYP2C9 inhibition - 0.6115 61.15%
CYP2C19 inhibition + 0.5346 53.46%
CYP2D6 inhibition - 0.9058 90.58%
CYP1A2 inhibition + 0.5417 54.17%
CYP2C8 inhibition + 0.7681 76.81%
CYP inhibitory promiscuity - 0.7828 78.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6815 68.15%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.5285 52.85%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6992 69.92%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7748 77.48%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9403 94.03%
Acute Oral Toxicity (c) III 0.4035 40.35%
Estrogen receptor binding + 0.7806 78.06%
Androgen receptor binding + 0.8154 81.54%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7557 75.57%
Aromatase binding + 0.7460 74.60%
PPAR gamma + 0.7428 74.28%
Honey bee toxicity - 0.6703 67.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.27% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 96.89% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.23% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.06% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.96% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.21% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.66% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.40% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.39% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.99% 100.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.93% 80.78%
CHEMBL340 P08684 Cytochrome P450 3A4 86.10% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.51% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.61% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.52% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.83% 92.62%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.79% 85.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.15% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.14% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.08% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.88% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.45% 91.07%

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.
Celastrus rosthornianus

Cross-Links

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PubChem 163188367
LOTUS LTS0217731
wikiData Q105227102