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(4aS,5R,6S,8aS)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-4-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 d25dc225-36ce-47de-9452-b4f4cabb7278
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (4aS,5R,6S,8aS)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-4-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
SMILES (Canonical) CC1CCC2(C(C1(C)CCC3=CCN(C3=O)CCCCNC(=O)C=CC4=CC(=C(C=C4)O)OC)CCC=C2C(=O)O)C
SMILES (Isomeric) C[C@H]1CC[C@]2([C@H]([C@]1(C)CCC3=CCN(C3=O)CCCCNC(=O)/C=C/C4=CC(=C(C=C4)O)OC)CCC=C2C(=O)O)C
InChI InChI=1S/C34H46N2O6/c1-23-14-17-34(3)26(32(40)41)8-7-9-29(34)33(23,2)18-15-25-16-21-36(31(25)39)20-6-5-19-35-30(38)13-11-24-10-12-27(37)28(22-24)42-4/h8,10-13,16,22-23,29,37H,5-7,9,14-15,17-21H2,1-4H3,(H,35,38)(H,40,41)/b13-11+/t23-,29-,33+,34+/m0/s1
InChI Key SKUWXWSNUIEEMR-NGAWAHRYSA-N
Popularity 0 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 6.20
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 (4aS,5R,6S,8aS)-5-[2-[1-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]-5-oxo-2H-pyrrol-4-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 - 0.8100 81.00%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5687 56.87%
OATP2B1 inhibitior + 0.5718 57.18%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9811 98.11%
P-glycoprotein inhibitior + 0.8172 81.72%
P-glycoprotein substrate + 0.6969 69.69%
CYP3A4 substrate + 0.7146 71.46%
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 + 0.7642 76.42%
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 - 0.9394 93.94%
Skin irritation - 0.7503 75.03%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3822 38.22%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5912 59.12%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.9044 90.44%
Acute Oral Toxicity (c) III 0.6340 63.40%
Estrogen receptor binding + 0.7513 75.13%
Androgen receptor binding + 0.7283 72.83%
Thyroid receptor binding + 0.5170 51.70%
Glucocorticoid receptor binding + 0.7412 74.12%
Aromatase binding + 0.6753 67.53%
PPAR gamma + 0.6488 64.88%
Honey bee toxicity - 0.7490 74.90%
Biodegradation - 0.8750 87.50%
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 99.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.00% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.72% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.93% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.77% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.14% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.01% 83.82%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.97% 91.03%
CHEMBL1937 Q92769 Histone deacetylase 2 89.01% 94.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.29% 89.62%
CHEMBL4208 P20618 Proteasome component C5 88.23% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.04% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.12% 93.00%
CHEMBL5028 O14672 ADAM10 83.48% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.19% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 81.02% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.88% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.86% 99.17%
CHEMBL321 P14780 Matrix metalloproteinase 9 80.79% 92.12%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163193568
LOTUS LTS0051568
wikiData Q105255052