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(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4R,5R,6S)-4,5,6-trihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 5864bbb8-ead2-4d93-bca9-5ad85a310a89
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4R,5R,6S)-4,5,6-trihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)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]([C@H](O[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]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O)O
InChI InChI=1S/C41H66O12/c1-20-26(42)27(43)30(46)33(50-20)52-31-28(44)29(45)32(47)53-34(31)51-25-12-13-38(6)23(37(25,4)5)11-14-40(8)24(38)10-9-21-22-19-36(2,3)15-17-41(22,35(48)49)18-16-39(21,40)7/h9,20,22-34,42-47H,10-19H2,1-8H3,(H,48,49)/t20-,22-,23-,24+,25-,26-,27+,28+,29+,30+,31+,32-,33-,34+,38-,39+,40+,41-/m0/s1
InChI Key CXFDBCFMPVZJHG-UYGSYKDCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H66O12
Molecular Weight 751.00 g/mol
Exact Mass 750.45542754 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.87
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4R,5R,6S)-4,5,6-trihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.8956 89.56%
Caco-2 - 0.8751 87.51%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8210 82.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3241 32.41%
OATP1B3 inhibitior - 0.3708 37.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior - 0.6429 64.29%
P-glycoprotein inhibitior + 0.7564 75.64%
P-glycoprotein substrate - 0.7953 79.53%
CYP3A4 substrate + 0.7131 71.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.9026 90.26%
CYP2C9 inhibition - 0.8746 87.46%
CYP2C19 inhibition - 0.8912 89.12%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.8132 81.32%
CYP2C8 inhibition + 0.6512 65.12%
CYP inhibitory promiscuity - 0.9358 93.58%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9144 91.44%
Skin irritation - 0.5323 53.23%
Skin corrosion - 0.9321 93.21%
Ames mutagenesis - 0.9070 90.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3852 38.52%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8447 84.47%
skin sensitisation - 0.7996 79.96%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7930 79.30%
Acute Oral Toxicity (c) IV 0.4877 48.77%
Estrogen receptor binding + 0.7223 72.23%
Androgen receptor binding + 0.7065 70.65%
Thyroid receptor binding - 0.6082 60.82%
Glucocorticoid receptor binding + 0.6210 62.10%
Aromatase binding + 0.6576 65.76%
PPAR gamma + 0.7086 70.86%
Honey bee toxicity - 0.7112 71.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5295 52.95%
Fish aquatic toxicity + 0.9839 98.39%

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 95.83% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.00% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.35% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.30% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.44% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.51% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.25% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.87% 100.00%
CHEMBL5028 O14672 ADAM10 80.46% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.12% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162846718
LOTUS LTS0153957
wikiData Q104971825