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Pseudolaric acid F

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 f2223e6d-4f2d-41fd-954b-c592dfbe1645
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4,9-dimethyl-3,11-dioxo-10-oxatricyclo[6.3.2.01,7]tridec-4-en-9-yl]-2-methylpenta-2,4-dienoic acid
SMILES (Canonical) CC1=CCC2(C3CCC2(CC1=O)C(=O)OC3(C)C=CC=C(C)C(=O)O)OC(=O)C
SMILES (Isomeric) CC1=CC[C@@]2([C@H]3CC[C@]2(CC1=O)C(=O)O[C@]3(C)/C=C/C=C(\C)/C(=O)O)OC(=O)C
InChI InChI=1S/C22H26O7/c1-13-7-11-22(28-15(3)23)17-8-10-21(22,12-16(13)24)19(27)29-20(17,4)9-5-6-14(2)18(25)26/h5-7,9,17H,8,10-12H2,1-4H3,(H,25,26)/b9-5+,14-6+/t17-,20+,21-,22-/m0/s1
InChI Key UBHOILGODYTXTA-MRFLEFCVSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O7
Molecular Weight 402.40 g/mol
Exact Mass 402.16785316 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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CHEMBL374201
(2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4,9-dimethyl-3,11-dioxo-10-oxatricyclo[6.3.2.01,7]tridec-4-en-9-yl]-2-methylpenta-2,4-dienoic acid
2,4-pentadienoic acid, 5-[(3R,4S,4aS,9aR)-4a-(acetyloxy)-3,4,4a,5,8,9-hexahydro-3,7-dimethyl-1,8-dioxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-, (2E,4E)-
5-(7-Acetoxy-4,9-dimethyl-3,11-dioxo-10-oxa-tricyclo[6.3.2.01,7]tridec-4-en-9-yl)-2-methyl-penta-2,4-dienoic acid
InChI=1/C22H26O7/c1-13-7-11-22(28-15(3)23)17-8-10-21(22,12-16(13)24)19(27)29-20(17,4)9-5-6-14(2)18(25)26/h5-7,9,17H,8,10-12H2,1-4H3,(H,25,26)/b9-5+,14-6+/t17-,20+,21-,22-/m0/s
rel-(2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(acetyloxy)-3,7-dimethyl-1,8-dioxo-3,4,4a,5,8,9-hexahydro-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methylpenta-2,4-dienoic acid

2D Structure

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2D Structure of Pseudolaric acid F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9708 97.08%
Caco-2 - 0.5341 53.41%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7277 72.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8550 85.50%
OATP1B3 inhibitior + 0.9333 93.33%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7521 75.21%
BSEP inhibitior + 0.9206 92.06%
P-glycoprotein inhibitior - 0.4634 46.34%
P-glycoprotein substrate - 0.8636 86.36%
CYP3A4 substrate + 0.6771 67.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9094 90.94%
CYP3A4 inhibition - 0.8635 86.35%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9626 96.26%
CYP1A2 inhibition - 0.5716 57.16%
CYP2C8 inhibition + 0.5107 51.07%
CYP inhibitory promiscuity - 0.9687 96.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9625 96.25%
Carcinogenicity (trinary) Non-required 0.6830 68.30%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.8906 89.06%
Skin irritation + 0.5481 54.81%
Skin corrosion - 0.9013 90.13%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5449 54.49%
skin sensitisation - 0.7600 76.00%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6566 65.66%
Acute Oral Toxicity (c) II 0.6121 61.21%
Estrogen receptor binding + 0.8829 88.29%
Androgen receptor binding + 0.7081 70.81%
Thyroid receptor binding + 0.6474 64.74%
Glucocorticoid receptor binding + 0.8003 80.03%
Aromatase binding + 0.7130 71.30%
PPAR gamma + 0.6142 61.42%
Honey bee toxicity - 0.8525 85.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9586 95.86%

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
CHEMBL1937 Q92769 Histone deacetylase 2 94.27% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.21% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.84% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.89% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.23% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.03% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.87% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.46% 92.94%
CHEMBL1871 P10275 Androgen Receptor 84.35% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.59% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.36% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 82.21% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.28% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.16% 94.80%
CHEMBL4208 P20618 Proteasome component C5 80.94% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.32% 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.
Gastrodia elata
Larix kaempferi
Pseudolarix amabilis

Cross-Links

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PubChem 636647
NPASS NPC206079
LOTUS LTS0113570
wikiData Q104401589