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(2R,4aR,6aR,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-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic 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 44630711-4fdd-4fc8-b0df-0c12cfb429db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aR,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-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C(=O)O)C(=O)O)C)C)C)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6C[C@](CC7)(C)C(=O)O)C(=O)O)C)C)C)O)O)O)O)O
InChI InChI=1S/C41H64O13/c1-20-27(43)29(45)30(46)32(52-20)54-31-28(44)23(42)19-51-33(31)53-26-11-12-38(5)24(36(26,2)3)10-13-40(7)25(38)9-8-21-22-18-37(4,34(47)48)14-16-41(22,35(49)50)17-15-39(21,40)6/h8,20,22-33,42-46H,9-19H2,1-7H3,(H,47,48)(H,49,50)/t20-,22-,23-,24-,25+,26-,27-,28-,29+,30+,31+,32-,33-,37+,38-,39+,40+,41-/m0/s1
InChI Key GBMCCWVDXLJPRP-SRGMAGLSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H64O13
Molecular Weight 764.90 g/mol
Exact Mass 764.43469209 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.61
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,6aR,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-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8757 87.57%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 0.8762 87.62%
OATP1B1 inhibitior + 0.6980 69.80%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.6194 61.94%
P-glycoprotein inhibitior + 0.7681 76.81%
P-glycoprotein substrate - 0.6313 63.13%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.6798 67.98%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9136 91.36%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4298 42.98%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7626 76.26%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7172 71.72%
Androgen receptor binding + 0.7106 71.06%
Thyroid receptor binding - 0.6273 62.73%
Glucocorticoid receptor binding + 0.6704 67.04%
Aromatase binding + 0.6694 66.94%
PPAR gamma + 0.7229 72.29%
Honey bee toxicity - 0.6697 66.97%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5205 52.05%
Fish aquatic toxicity + 0.9805 98.05%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.55% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.74% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.57% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.81% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.49% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.39% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.30% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.74% 92.94%
CHEMBL2581 P07339 Cathepsin D 83.22% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.02% 89.00%
CHEMBL5028 O14672 ADAM10 82.70% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.83% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.09% 85.31%

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 11993929
LOTUS LTS0250807
wikiData Q105005946