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(2R,4aR,6aS,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(hydroxymethyl)-2,6a,9,9,12a-pentamethyl-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic 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 60321573-fe29-49b8-91db-ea6ec9c5efb9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aS,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(hydroxymethyl)-2,6a,9,9,12a-pentamethyl-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H64O12/c1-20-28(43)30(45)31(46)33(50-20)52-32-29(44)25(42)18-49-34(32)51-27-11-12-39(6)22-7-8-23-24-17-37(4,19-41)13-15-40(24,35(47)48)16-14-38(23,5)21(22)9-10-26(39)36(27,2)3/h8,20-22,24-34,41-46H,7,9-19H2,1-6H3,(H,47,48)/t20-,21+,22-,24-,25-,26-,27-,28-,29-,30+,31+,32+,33-,34-,37+,38-,39+,40-/m0/s1
InChI Key IQYCTFZPKCGQBS-CMHDGEJMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H64O12
Molecular Weight 736.90 g/mol
Exact Mass 736.43977747 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,6aS,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(hydroxymethyl)-2,6a,9,9,12a-pentamethyl-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8800 88.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 0.8719 87.19%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5387 53.87%
P-glycoprotein inhibitior + 0.7533 75.33%
P-glycoprotein substrate - 0.5395 53.95%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6956 69.56%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4196 41.96%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8101 81.01%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8938 89.38%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7178 71.78%
Androgen receptor binding + 0.7018 70.18%
Thyroid receptor binding - 0.6085 60.85%
Glucocorticoid receptor binding + 0.6386 63.86%
Aromatase binding + 0.6524 65.24%
PPAR gamma + 0.6946 69.46%
Honey bee toxicity - 0.6724 67.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9411 94.11%

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 96.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.37% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.23% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.06% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.96% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.61% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.29% 96.77%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.69% 85.31%
CHEMBL2581 P07339 Cathepsin D 87.34% 98.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.22% 89.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.09% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.46% 95.93%
CHEMBL5028 O14672 ADAM10 85.06% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 84.45% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.61% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.17% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.37% 94.00%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 44559150
LOTUS LTS0269344
wikiData Q105118691