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(4aR,5S,6R,8aR)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-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 4538fc94-0cf9-440f-b2be-695768fb53ee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (4aR,5S,6R,8aR)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H46N2O6/c1-23-14-16-34(3)26(32(40)41)8-7-9-29(34)33(23,2)17-15-25-21-31(39)36(22-25)19-6-5-18-35-30(38)13-11-24-10-12-27(37)28(20-24)42-4/h8,10-13,20-21,23,29,37H,5-7,9,14-19,22H2,1-4H3,(H,35,38)(H,40,41)/b13-11+/t23-,29-,33+,34+/m1/s1
InChI Key JVBPDKGCYMOBFJ-JNLVQPRNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46N2O6
Molecular Weight 578.70 g/mol
Exact Mass 578.33558719 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,5S,6R,8aR)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-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 + 0.9509 95.09%
Caco-2 - 0.8057 80.57%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5687 56.87%
OATP2B1 inhibitior + 0.5732 57.32%
OATP1B1 inhibitior + 0.8602 86.02%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9831 98.31%
P-glycoprotein inhibitior + 0.8202 82.02%
P-glycoprotein substrate + 0.7326 73.26%
CYP3A4 substrate + 0.7126 71.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition + 0.5324 53.24%
CYP2C9 inhibition - 0.6107 61.07%
CYP2C19 inhibition - 0.7672 76.72%
CYP2D6 inhibition - 0.8815 88.15%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.7571 75.71%
CYP inhibitory promiscuity - 0.8429 84.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5728 57.28%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.7503 75.03%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6858 68.58%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.6253 62.53%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8815 88.15%
Acute Oral Toxicity (c) III 0.6340 63.40%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.7909 79.09%
Thyroid receptor binding + 0.5340 53.40%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.6913 69.13%
PPAR gamma + 0.6451 64.51%
Honey bee toxicity - 0.7666 76.66%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9811 98.11%

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 99.60% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.77% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.80% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.30% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.22% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.39% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.35% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.26% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.24% 91.03%
CHEMBL4208 P20618 Proteasome component C5 90.81% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.68% 94.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.26% 89.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.44% 93.00%
CHEMBL5028 O14672 ADAM10 85.33% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.94% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 83.86% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.13% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.31% 97.09%
CHEMBL321 P14780 Matrix metalloproteinase 9 80.71% 92.12%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.48% 97.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.04% 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.
There are no matching plants.

Cross-Links

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PubChem 10650867
LOTUS LTS0208555
wikiData Q105135587