[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-(7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)-2-methylpenta-2,4-dienoate

Details

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Internal ID d255d591-e9ee-4be0-86a1-82960afe5933
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-(7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)-2-methylpenta-2,4-dienoate
SMILES (Canonical) CC1=CCC23CCC(C2(CC1)OC(=O)C)C(OC3=O)(C)C=CC=C(C)C(=O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) CC1=CCC23CCC(C2(CC1)OC(=O)C)C(OC3=O)(C)C=CC=C(C)C(=O)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C28H38O11/c1-15-7-11-27-12-9-19(28(27,13-8-15)38-17(3)30)26(4,39-25(27)35)10-5-6-16(2)23(34)37-24-22(33)21(32)20(31)18(14-29)36-24/h5-7,10,18-22,24,29,31-33H,8-9,11-14H2,1-4H3
InChI Key IVYWRYGMQNKDQB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O11
Molecular Weight 550.60 g/mol
Exact Mass 550.24141202 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.98
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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FT-0775947

2D Structure

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2D Structure of [3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-(7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)-2-methylpenta-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 + 0.7335 73.35%
Caco-2 - 0.8350 83.50%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8120 81.20%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8169 81.69%
OATP1B3 inhibitior + 0.8710 87.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5829 58.29%
BSEP inhibitior + 0.7841 78.41%
P-glycoprotein inhibitior + 0.6627 66.27%
P-glycoprotein substrate - 0.7744 77.44%
CYP3A4 substrate + 0.6955 69.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.9249 92.49%
CYP2C9 inhibition - 0.8397 83.97%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.8528 85.28%
CYP2C8 inhibition + 0.5867 58.67%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6912 69.12%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9307 93.07%
Skin irritation + 0.4948 49.48%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3783 37.83%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6368 63.68%
skin sensitisation - 0.9273 92.73%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5987 59.87%
Acute Oral Toxicity (c) I 0.4124 41.24%
Estrogen receptor binding + 0.7358 73.58%
Androgen receptor binding + 0.7031 70.31%
Thyroid receptor binding + 0.5311 53.11%
Glucocorticoid receptor binding + 0.7293 72.93%
Aromatase binding + 0.6333 63.33%
PPAR gamma + 0.5688 56.88%
Honey bee toxicity - 0.7314 73.14%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9733 97.33%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.38% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.89% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.33% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.44% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.14% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.28% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.53% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.81% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.49% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.35% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.15% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 82.57% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 82.02% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 81.97% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.70% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.85% 93.00%

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.
Larix kaempferi
Pseudolarix amabilis

Cross-Links

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PubChem 75072020
LOTUS LTS0256252
wikiData Q104401591