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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-8a-carboxy-4-formyl-12-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 a5504513-8850-4d2f-b124-18821b782716
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-8a-carboxy-4-formyl-12-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C2C1O)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O)C)C)(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
InChI InChI=1S/C36H54O11/c1-31(2)13-15-36(30(44)45)16-14-34(5)18(22(36)27(31)41)7-8-20-32(3)11-10-21(33(4,17-37)19(32)9-12-35(20,34)6)46-29-25(40)23(38)24(39)26(47-29)28(42)43/h7,17,19-27,29,38-41H,8-16H2,1-6H3,(H,42,43)(H,44,45)/t19-,20-,21+,22-,23+,24+,25-,26+,27+,29-,32+,33+,34-,35-,36+/m1/s1
InChI Key PRKDDBGEQBESIB-RSVYNJIISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O11
Molecular Weight 662.80 g/mol
Exact Mass 662.36661253 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-8a-carboxy-4-formyl-12-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 + 0.8910 89.10%
Caco-2 - 0.8597 85.97%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8302 83.02%
OATP2B1 inhibitior - 0.7235 72.35%
OATP1B1 inhibitior + 0.8376 83.76%
OATP1B3 inhibitior - 0.3294 32.94%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6679 66.79%
BSEP inhibitior + 0.5546 55.46%
P-glycoprotein inhibitior + 0.7375 73.75%
P-glycoprotein substrate - 0.7674 76.74%
CYP3A4 substrate + 0.7020 70.20%
CYP2C9 substrate - 0.8138 81.38%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7601 76.01%
CYP2C9 inhibition - 0.8337 83.37%
CYP2C19 inhibition - 0.8641 86.41%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.7260 72.60%
CYP2C8 inhibition + 0.7316 73.16%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6732 67.32%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9211 92.11%
Skin irritation - 0.5252 52.52%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7419 74.19%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.7953 79.53%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.4892 48.92%
Acute Oral Toxicity (c) IV 0.5397 53.97%
Estrogen receptor binding + 0.6763 67.63%
Androgen receptor binding + 0.7282 72.82%
Thyroid receptor binding - 0.5673 56.73%
Glucocorticoid receptor binding + 0.6907 69.07%
Aromatase binding + 0.6710 67.10%
PPAR gamma + 0.7007 70.07%
Honey bee toxicity - 0.8000 80.00%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9905 99.05%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.38% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.68% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.91% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.36% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.30% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.77% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.65% 100.00%
CHEMBL5028 O14672 ADAM10 82.47% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.62% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.48% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.06% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.01% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.00% 97.36%

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.
Ilex rotunda

Cross-Links

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PubChem 162972753
LOTUS LTS0209941
wikiData Q105213766