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(4aR,6aR,6aR,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-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 e27587d6-c9ba-4f1f-8382-ce83be846598
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aR,6aR,6aR,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C)C2C1)C(=O)O)C)C
SMILES (Isomeric) C[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)C)[C@@H]1CC(CC2)(C)C)C(=O)O
InChI InChI=1S/C39H54O6/c1-34(2)18-19-36(5)20-21-39(33(43)44)25(26(36)23-34)10-12-30-37(6)16-15-31(35(3,4)29(37)14-17-38(30,39)7)45-32(42)13-9-24-8-11-27(40)28(41)22-24/h8-11,13,22,26,29-31,40-41H,12,14-21,23H2,1-7H3,(H,43,44)/b13-9+/t26-,29-,30+,31+,36+,37-,38+,39+/m0/s1
InChI Key LWJORTCWCRJUEH-QHCDZFOOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H54O6
Molecular Weight 618.80 g/mol
Exact Mass 618.39203944 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 9.60
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,6aR,6aR,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-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 + 0.9903 99.03%
Caco-2 - 0.7960 79.60%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8952 89.52%
OATP2B1 inhibitior + 0.5711 57.11%
OATP1B1 inhibitior + 0.8072 80.72%
OATP1B3 inhibitior - 0.4909 49.09%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9861 98.61%
P-glycoprotein inhibitior + 0.7722 77.22%
P-glycoprotein substrate - 0.6725 67.25%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.7975 79.75%
CYP2C9 inhibition - 0.6757 67.57%
CYP2C19 inhibition - 0.5881 58.81%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition + 0.7549 75.49%
CYP2C8 inhibition + 0.7740 77.40%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9306 93.06%
Skin irritation - 0.5982 59.82%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3767 37.67%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7405 74.05%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7826 78.26%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.7570 75.70%
Androgen receptor binding + 0.7928 79.28%
Thyroid receptor binding + 0.5489 54.89%
Glucocorticoid receptor binding + 0.8189 81.89%
Aromatase binding + 0.7278 72.78%
PPAR gamma + 0.6983 69.83%
Honey bee toxicity - 0.8063 80.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 1.0000 100.00%

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 99.48% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.61% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.95% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 92.39% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.05% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.08% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.70% 91.03%
CHEMBL3194 P02766 Transthyretin 88.35% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.53% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.89% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.74% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.37% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.80% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.26% 94.62%
CHEMBL2581 P07339 Cathepsin D 80.40% 98.95%
CHEMBL4208 P20618 Proteasome component C5 80.28% 90.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.20% 90.24%

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.
Mukdenia rossii

Cross-Links

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PubChem 44254694
LOTUS LTS0087277
wikiData Q105158350