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[(1R,2R,6S,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (2E,4E)-deca-2,4-dienoate

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 481d4eff-c2cf-4830-be77-5313695eda7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name [(1R,2R,6S,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (2E,4E)-deca-2,4-dienoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OC1C(C2(C3C=C(C(=O)C3CC(=CC2C4C1(C4(C)CO)OC(=O)C)CO)C)O)C
SMILES (Isomeric) CCCCC/C=C/C=C/C(=O)O[C@@H]1[C@H]([C@@]2([C@@H]3C=C(C(=O)[C@H]3CC(=C[C@@H]2[C@H]4[C@@]1([C@]4(C)CO)OC(=O)C)CO)C)O)C
InChI InChI=1S/C32H44O8/c1-6-7-8-9-10-11-12-13-26(36)39-29-20(3)31(38)24-14-19(2)27(37)23(24)15-22(17-33)16-25(31)28-30(5,18-34)32(28,29)40-21(4)35/h10-14,16,20,23-25,28-29,33-34,38H,6-9,15,17-18H2,1-5H3/b11-10+,13-12+/t20-,23+,24-,25-,28-,29-,30-,31+,32-/m1/s1
InChI Key PJYZDBMCXHYHRX-DWRYTOQWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O8
Molecular Weight 556.70 g/mol
Exact Mass 556.30361836 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,6S,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (2E,4E)-deca-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9764 97.64%
Caco-2 - 0.7910 79.10%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7491 74.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7936 79.36%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6869 68.69%
BSEP inhibitior + 0.8399 83.99%
P-glycoprotein inhibitior + 0.8034 80.34%
P-glycoprotein substrate + 0.6593 65.93%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9209 92.09%
CYP3A4 inhibition - 0.6869 68.69%
CYP2C9 inhibition + 0.5627 56.27%
CYP2C19 inhibition - 0.7872 78.72%
CYP2D6 inhibition - 0.8830 88.30%
CYP1A2 inhibition - 0.7523 75.23%
CYP2C8 inhibition + 0.7288 72.88%
CYP inhibitory promiscuity - 0.7084 70.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6074 60.74%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.5754 57.54%
Skin corrosion - 0.9477 94.77%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7438 74.38%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5223 52.23%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7574 75.74%
Acute Oral Toxicity (c) III 0.5334 53.34%
Estrogen receptor binding + 0.7548 75.48%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.7912 79.12%
Aromatase binding + 0.6740 67.40%
PPAR gamma + 0.5899 58.99%
Honey bee toxicity - 0.7743 77.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9911 99.11%

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
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.58% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 97.50% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 94.60% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.80% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.24% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.44% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.37% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.26% 96.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.89% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.02% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.23% 95.50%
CHEMBL1907 P15144 Aminopeptidase N 83.30% 93.31%
CHEMBL2664 P23526 Adenosylhomocysteinase 82.48% 86.67%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.33% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.26% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.58% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.94% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.58% 96.90%

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.
Falconeria insignis

Cross-Links

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PubChem 163011203
LOTUS LTS0247846
wikiData Q105210240