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(3S,3'R,4'R,7R)-11-hydroxy-4'-(3-methoxycarbonyl-3-methyl-2-oxopentyl)-3'-methyl-7-pentylspiro[2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-triene-3,2'-oxolane]-12-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 c7072cfb-0223-4f56-94fd-c88c1d1951ed
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives
IUPAC Name (3S,3'R,4'R,7R)-11-hydroxy-4'-(3-methoxycarbonyl-3-methyl-2-oxopentyl)-3'-methyl-7-pentylspiro[2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-triene-3,2'-oxolane]-12-carboxylic acid
SMILES (Canonical) CCCCCC1CC2=CC(=C(C3=C2C(O1)CC4(O3)C(C(CO4)CC(=O)C(C)(CC)C(=O)OC)C)C(=O)O)O
SMILES (Isomeric) CCCCC[C@@H]1CC2=CC(=C(C3=C2C(O1)C[C@]4(O3)[C@@H]([C@H](CO4)CC(=O)C(C)(CC)C(=O)OC)C)C(=O)O)O
InChI InChI=1S/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19-,21?,28?,29+/m1/s1
InChI Key KUPCHRRTAPZASB-YKVDFVGGSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O9
Molecular Weight 532.60 g/mol
Exact Mass 532.26723285 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3'R,4'R,7R)-11-hydroxy-4'-(3-methoxycarbonyl-3-methyl-2-oxopentyl)-3'-methyl-7-pentylspiro[2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-triene-3,2'-oxolane]-12-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 + 0.9192 91.92%
Caco-2 - 0.6819 68.19%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8335 83.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9332 93.32%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8190 81.90%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate + 0.7624 76.24%
CYP3A4 substrate + 0.6817 68.17%
CYP2C9 substrate - 0.5809 58.09%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition - 0.6559 65.59%
CYP2C9 inhibition - 0.8115 81.15%
CYP2C19 inhibition - 0.8198 81.98%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition - 0.7720 77.20%
CYP2C8 inhibition + 0.7511 75.11%
CYP inhibitory promiscuity - 0.6576 65.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6469 64.69%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9446 94.46%
Ames mutagenesis - 0.5786 57.86%
Human Ether-a-go-go-Related Gene inhibition - 0.4730 47.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5580 55.80%
skin sensitisation - 0.9150 91.50%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4645 46.45%
Acute Oral Toxicity (c) II 0.3456 34.56%
Estrogen receptor binding + 0.7948 79.48%
Androgen receptor binding + 0.8074 80.74%
Thyroid receptor binding - 0.5311 53.11%
Glucocorticoid receptor binding + 0.8646 86.46%
Aromatase binding + 0.7816 78.16%
PPAR gamma + 0.6354 63.54%
Honey bee toxicity - 0.8155 81.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5165 51.65%
Fish aquatic toxicity + 0.9882 98.82%

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 99.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.51% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.15% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 92.60% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.20% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.95% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.33% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.22% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.94% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.71% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.37% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.67% 97.21%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.88% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.34% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.55% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 82.79% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.13% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.88% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.66% 92.94%
CHEMBL299 P17252 Protein kinase C alpha 81.66% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.30% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.92% 100.00%

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 139584175
LOTUS LTS0183747
wikiData Q105146280