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(3E)-3-[(3R,3aR,8R,10aR,10bS)-8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,3,4,6,8,9,10,10a-octahydro-1H-cyclohepta[e]inden-7-ylidene]propanoic 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 9ee1d083-5fea-4a80-a835-55ed87399afa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (3E)-3-[(3R,3aR,8R,10aR,10bS)-8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,3,4,6,8,9,10,10a-octahydro-1H-cyclohepta[e]inden-7-ylidene]propanoic acid
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C2(CC=C4C3CCC(C(=CCC(=O)O)C4)C(C)(C)O)C)C
SMILES (Isomeric) CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC=C4[C@H]3CC[C@H](/C(=C/CC(=O)O)/C4)C(C)(C)O)C)C
InChI InChI=1S/C30H44O5/c1-18-7-11-25(35-27(18)33)19(2)22-14-16-30(6)24-10-9-23(28(3,4)34)20(8-12-26(31)32)17-21(24)13-15-29(22,30)5/h7-8,13,19,22-25,34H,9-12,14-17H2,1-6H3,(H,31,32)/b20-8+/t19-,22+,23+,24+,25-,29+,30-/m0/s1
InChI Key CROQYYZLUXCIMD-KACSKFFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.50
Atomic LogP (AlogP) 6.23
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E)-3-[(3R,3aR,8R,10aR,10bS)-8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,3,4,6,8,9,10,10a-octahydro-1H-cyclohepta[e]inden-7-ylidene]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9811 98.11%
Caco-2 - 0.6148 61.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8213 82.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8218 82.18%
OATP1B3 inhibitior + 0.8932 89.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5782 57.82%
BSEP inhibitior + 0.9256 92.56%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate - 0.5154 51.54%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9193 91.93%
CYP3A4 inhibition - 0.6851 68.51%
CYP2C9 inhibition - 0.8741 87.41%
CYP2C19 inhibition - 0.9326 93.26%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8586 85.86%
CYP2C8 inhibition + 0.5770 57.70%
CYP inhibitory promiscuity - 0.9145 91.45%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6937 69.37%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9553 95.53%
Skin irritation + 0.5888 58.88%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7389 73.89%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.7441 74.41%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8471 84.71%
Acute Oral Toxicity (c) III 0.5933 59.33%
Estrogen receptor binding + 0.7413 74.13%
Androgen receptor binding + 0.7125 71.25%
Thyroid receptor binding + 0.6073 60.73%
Glucocorticoid receptor binding + 0.8590 85.90%
Aromatase binding + 0.8281 82.81%
PPAR gamma + 0.6454 64.54%
Honey bee toxicity - 0.8352 83.52%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9926 99.26%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.68% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.81% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.50% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.15% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.71% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.67% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.67% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.49% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.17% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.73% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 83.62% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.57% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.00% 93.04%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.59% 85.11%
CHEMBL5028 O14672 ADAM10 81.92% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.51% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.40% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.13% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.08% 95.89%

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.
Kadsura coccinea

Cross-Links

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PubChem 163000721
LOTUS LTS0106509
wikiData Q104968630