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[(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-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 c3a1fa7c-0522-4e8c-b73b-779a6ea5d886
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)O)C)CO)OC(=O)C(=CC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C)O)O)CO)(C)C)OC(=O)/C(=C/C)/C
InChI InChI=1S/C40H62O8/c1-12-22(3)33(45)47-31-32(48-34(46)23(4)13-2)40(21-41)25(20-35(31,5)6)24-14-15-27-37(9)18-17-28(42)36(7,8)26(37)16-19-38(27,10)39(24,11)29(43)30(40)44/h12-14,25-32,41-44H,15-21H2,1-11H3/b22-12+,23-13-/t25-,26-,27+,28-,29-,30+,31-,32-,37-,38+,39-,40-/m0/s1
InChI Key FWXLVXABZRYLST-XUOZYSPWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H62O8
Molecular Weight 670.90 g/mol
Exact Mass 670.44446893 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.06
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-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 + 0.9579 95.79%
Caco-2 - 0.8152 81.52%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8995 89.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior - 0.5316 53.16%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5818 58.18%
BSEP inhibitior + 0.8866 88.66%
P-glycoprotein inhibitior + 0.7806 78.06%
P-glycoprotein substrate - 0.6167 61.67%
CYP3A4 substrate + 0.7079 70.79%
CYP2C9 substrate - 0.8064 80.64%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7984 79.84%
CYP2C9 inhibition - 0.7601 76.01%
CYP2C19 inhibition - 0.8999 89.99%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.8745 87.45%
CYP2C8 inhibition + 0.4760 47.60%
CYP inhibitory promiscuity - 0.9441 94.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7441 74.41%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9150 91.50%
Skin irritation - 0.5211 52.11%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3765 37.65%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6848 68.48%
skin sensitisation - 0.8894 88.94%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6178 61.78%
Acute Oral Toxicity (c) III 0.7777 77.77%
Estrogen receptor binding + 0.7171 71.71%
Androgen receptor binding + 0.7481 74.81%
Thyroid receptor binding + 0.5588 55.88%
Glucocorticoid receptor binding + 0.7786 77.86%
Aromatase binding + 0.7432 74.32%
PPAR gamma + 0.7295 72.95%
Honey bee toxicity - 0.7849 78.49%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9916 99.16%

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 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.14% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.62% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.70% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.58% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.61% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.23% 94.33%
CHEMBL2581 P07339 Cathepsin D 86.12% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.01% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.67% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.71% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.76% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.74% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.19% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.40% 82.69%

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.
Aesculus hippocastanum

Cross-Links

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PubChem 44559628
LOTUS LTS0091605
wikiData Q105003690