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[(1R,2S,3R,5S,6S)-2-[(1S,4aR,6R,8R,8aR)-4a,8-diacetyloxy-1-(furan-3-yl)-8a-methyl-5-methylidene-3,7-dioxo-4,8-dihydro-1H-isochromen-6-yl]-5-hydroxy-3-(2-methoxy-2-oxoethyl)-2,4,4-trimethyl-6-[(E)-3-phenylprop-2-enoyl]oxycyclohexyl] pyridine-3-carboxylate

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 8e71ab80-9a34-4d21-8e25-8456c4d98c01
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name [(1R,2S,3R,5S,6S)-2-[(1S,4aR,6R,8R,8aR)-4a,8-diacetyloxy-1-(furan-3-yl)-8a-methyl-5-methylidene-3,7-dioxo-4,8-dihydro-1H-isochromen-6-yl]-5-hydroxy-3-(2-methoxy-2-oxoethyl)-2,4,4-trimethyl-6-[(E)-3-phenylprop-2-enoyl]oxycyclohexyl] pyridine-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H49NO15/c1-25-35(36(53)40(58-26(2)48)45(7)39(30-18-20-57-24-30)60-34(52)22-46(25,45)62-27(3)49)44(6)31(21-33(51)56-8)43(4,5)38(54)37(41(44)61-42(55)29-15-12-19-47-23-29)59-32(50)17-16-28-13-10-9-11-14-28/h9-20,23-24,31,35,37-41,54H,1,21-22H2,2-8H3/b17-16+/t31-,35-,37+,38-,39+,40+,41+,44+,45-,46-/m1/s1
InChI Key FZFRPAHHXCUXKD-HVLPBGBSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H49NO15
Molecular Weight 855.90 g/mol
Exact Mass 855.31021986 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.09
H-Bond Acceptor 16
H-Bond Donor 1
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,5S,6S)-2-[(1S,4aR,6R,8R,8aR)-4a,8-diacetyloxy-1-(furan-3-yl)-8a-methyl-5-methylidene-3,7-dioxo-4,8-dihydro-1H-isochromen-6-yl]-5-hydroxy-3-(2-methoxy-2-oxoethyl)-2,4,4-trimethyl-6-[(E)-3-phenylprop-2-enoyl]oxycyclohexyl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9592 95.92%
Caco-2 - 0.8550 85.50%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6642 66.42%
OATP2B1 inhibitior - 0.5843 58.43%
OATP1B1 inhibitior - 0.3263 32.63%
OATP1B3 inhibitior - 0.3141 31.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9915 99.15%
P-glycoprotein inhibitior + 0.8160 81.60%
P-glycoprotein substrate + 0.7556 75.56%
CYP3A4 substrate + 0.7236 72.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition + 0.7948 79.48%
CYP2C9 inhibition - 0.6777 67.77%
CYP2C19 inhibition - 0.6301 63.01%
CYP2D6 inhibition - 0.8852 88.52%
CYP1A2 inhibition - 0.7107 71.07%
CYP2C8 inhibition + 0.8895 88.95%
CYP inhibitory promiscuity + 0.6360 63.60%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4430 44.30%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.7623 76.23%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7245 72.45%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.7940 79.40%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6984 69.84%
Acute Oral Toxicity (c) III 0.4896 48.96%
Estrogen receptor binding + 0.7751 77.51%
Androgen receptor binding + 0.7666 76.66%
Thyroid receptor binding + 0.6778 67.78%
Glucocorticoid receptor binding + 0.7395 73.95%
Aromatase binding + 0.6269 62.69%
PPAR gamma + 0.7589 75.89%
Honey bee toxicity - 0.6322 63.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9618 96.18%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.88% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.25% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.74% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.64% 91.49%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.79% 89.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.66% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.89% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 94.45% 89.44%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.32% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.86% 96.00%
CHEMBL2581 P07339 Cathepsin D 91.59% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.35% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.14% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.97% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.58% 94.45%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.13% 95.71%
CHEMBL5028 O14672 ADAM10 88.08% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.14% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.56% 99.17%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.39% 81.11%
CHEMBL4208 P20618 Proteasome component C5 84.05% 90.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.54% 85.49%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.28% 87.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.83% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.46% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.25% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.01% 97.09%

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.
Astrotrichilia asterotricha

Cross-Links

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PubChem 163185134
LOTUS LTS0205541
wikiData Q105004914