17-Acetoxyisogutiesolbriolide

Details

• Internal ID: 156e512a-16ba-4c5f-8f83-2deb37a0278c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (2Z,6E)-2-[(Z)-5-acetyloxy-4-methylpent-3-enyl]-6-methyl-9-(5-oxo-2H-furan-4-yl)nona-2,6-dienoic acid
• SMILES (Canonical): CC(=CCCC1=CCOC1=O)CCC=C(CCC=C(C)COC(=O)C)C(=O)O
• SMILES (Isomeric): C/C(=C\CCC1=CCOC1=O)/CC/C=C(/CC/C=C(/C)\COC(=O)C)\C(=O)O
• InChI: InChI=1S/C22H30O6/c1-16(8-5-12-20-13-14-27-22(20)26)7-4-10-19(21(24)25)11-6-9-17(2)15-28-18(3)23/h8-10,13H,4-7,11-12,14-15H2,1-3H3,(H,24,25)/b16-8+,17-9-,19-10-
• InChI Key: XWTBRAOLUUAYOO-ALIPCPGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9525	95.25%
Caco-2	-	0.6046	60.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7770	77.70%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9249	92.49%
P-glycoprotein inhibitior	+	0.7128	71.28%
P-glycoprotein substrate	-	0.8211	82.11%
CYP3A4 substrate	+	0.5456	54.56%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.9166	91.66%
CYP3A4 inhibition	-	0.6661	66.61%
CYP2C9 inhibition	-	0.7162	71.62%
CYP2C19 inhibition	-	0.7540	75.40%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	-	0.5451	54.51%
CYP2C8 inhibition	-	0.7252	72.52%
CYP inhibitory promiscuity	-	0.8539	85.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9619	96.19%
Eye irritation	-	0.8578	85.78%
Skin irritation	-	0.6236	62.36%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6239	62.39%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6083	60.83%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5362	53.62%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	-	0.5417	54.17%
Androgen receptor binding	-	0.5320	53.20%
Thyroid receptor binding	-	0.5302	53.02%
Glucocorticoid receptor binding	+	0.6220	62.20%
Aromatase binding	+	0.5557	55.57%
PPAR gamma	+	0.5529	55.29%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

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	96.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.11%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.70%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.80%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.02%	83.57%

Plants that contains it

• Gutierrezia solbrigii

Cross-Links

• PubChem: 163184439
• LOTUS: LTS0188143
• wikiData: Q105343751