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(2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 d96c2197-c7ee-4863-8475-75b710709791
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC(=O)C=CC4=CC(=C(C=C4)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)C(=O)O)C)C)C)C
SMILES (Isomeric) C[C@]12CC[C@](C[C@H]1C3=CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)(C)C(=O)O
InChI InChI=1S/C39H54O6/c1-34(2)29-14-17-39(7)30(12-10-25-26-23-36(4,33(43)44)19-18-35(26,3)20-21-38(25,39)6)37(29,5)16-15-31(34)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+,35+,36-,37-,38+,39+/m0/s1
InChI Key LIICRHWRACTKSY-LPKFOLRYSA-N
Popularity 0 references 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 9.40
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 (2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.9903 99.03%
Caco-2 - 0.8187 81.87%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8952 89.52%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.7784 77.84%
OATP1B3 inhibitior - 0.4909 49.09%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9714 97.14%
P-glycoprotein inhibitior + 0.8013 80.13%
P-glycoprotein substrate - 0.6656 66.56%
CYP3A4 substrate + 0.6955 69.55%
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 + 0.7912 79.12%
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 - 0.9324 93.24%
Skin irritation - 0.5982 59.82%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6554 65.54%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7405 74.05%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7117 71.17%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.7260 72.60%
Androgen receptor binding + 0.7806 78.06%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.7388 73.88%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.7452 74.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5155 51.55%
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 99.40% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.08% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.93% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.04% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.71% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.16% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.88% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.44% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 88.16% 90.17%
CHEMBL3194 P02766 Transthyretin 86.35% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 86.31% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.51% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.28% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.96% 91.03%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.09% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.08% 89.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.38% 94.78%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.18% 93.99%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.84% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.36% 100.00%
CHEMBL2581 P07339 Cathepsin D 80.21% 98.95%

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.
Saussurea muliensis

Cross-Links

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PubChem 24878791
LOTUS LTS0059143
wikiData Q105152188