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(2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-[(2R)-6-methyl-2-[(6R,10R,12S,13R,14R,17S)-3,6,12-trihydroxy-4,4,10,14,17-pentamethyl-2,3,5,6,7,8,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol

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 d51ad1f3-1350-4442-94f9-9eea8768b49f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-[(2R)-6-methyl-2-[(6R,10R,12S,13R,14R,17S)-3,6,12-trihydroxy-4,4,10,14,17-pentamethyl-2,3,5,6,7,8,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H62O9/c1-19(2)10-9-12-36(8,45-31-28(43)27(42)26(41)24(18-37)44-31)35(7)15-14-34(6)21-16-22(38)29-32(3,4)25(40)11-13-33(29,5)20(21)17-23(39)30(34)35/h10,20-31,37-43H,9,11-18H2,1-8H3/t20?,21?,22-,23+,24-,25?,26-,27-,28-,29?,30-,31+,33-,34-,35+,36-/m1/s1
InChI Key QLPKLNOLHUEWSE-TTWOHQMCSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C36H62O9
Molecular Weight 638.90 g/mol
Exact Mass 638.43938355 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-[(2R)-6-methyl-2-[(6R,10R,12S,13R,14R,17S)-3,6,12-trihydroxy-4,4,10,14,17-pentamethyl-2,3,5,6,7,8,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8156 81.56%
Caco-2 - 0.8521 85.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7286 72.86%
OATP2B1 inhibitior - 0.7240 72.40%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior + 0.8549 85.49%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6542 65.42%
BSEP inhibitior - 0.7894 78.94%
P-glycoprotein inhibitior + 0.7530 75.30%
P-glycoprotein substrate - 0.7207 72.07%
CYP3A4 substrate + 0.7121 71.21%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8866 88.66%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.8784 87.84%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8288 82.88%
CYP2C8 inhibition + 0.4549 45.49%
CYP inhibitory promiscuity - 0.8889 88.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7170 71.70%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9212 92.12%
Skin irritation - 0.5508 55.08%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8244 82.44%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5692 56.92%
skin sensitisation - 0.8969 89.69%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.4657 46.57%
Acute Oral Toxicity (c) I 0.4826 48.26%
Estrogen receptor binding + 0.6454 64.54%
Androgen receptor binding + 0.7128 71.28%
Thyroid receptor binding - 0.5086 50.86%
Glucocorticoid receptor binding + 0.5851 58.51%
Aromatase binding + 0.6844 68.44%
PPAR gamma + 0.6515 65.15%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9437 94.37%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.72% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.47% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.40% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.93% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.72% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.46% 100.00%
CHEMBL1871 P10275 Androgen Receptor 86.89% 96.43%
CHEMBL259 P32245 Melanocortin receptor 4 86.49% 95.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.23% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.70% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.28% 82.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.97% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.45% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 83.21% 94.73%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.53% 85.31%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.39% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.24% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.18% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.98% 96.21%
CHEMBL2581 P07339 Cathepsin D 81.65% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.58% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.34% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.15% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.93% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.91% 98.10%
CHEMBL233 P35372 Mu opioid receptor 80.90% 97.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.45% 86.33%

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.
Panax ginseng
Panax notoginseng

Cross-Links

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PubChem 162741
NPASS NPC121640
LOTUS LTS0076914
wikiData Q105223710