17-Hydroxyisogutiesolbriolide

Details

• Internal ID: d9aabb37-1a2c-4bb0-956d-b35af10b3366
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (2Z,6E)-2-[(Z)-5-hydroxy-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)CO)C(=O)O
• SMILES (Isomeric): C/C(=C\CCC1=CCOC1=O)/CC/C=C(/CC/C=C(/C)\CO)\C(=O)O
• InChI: InChI=1S/C20H28O5/c1-15(7-4-11-18-12-13-25-20(18)24)6-3-9-17(19(22)23)10-5-8-16(2)14-21/h7-9,12,21H,3-6,10-11,13-14H2,1-2H3,(H,22,23)/b15-7+,16-8-,17-9-
• InChI Key: PBCSYPQMDFCIIL-JLGVZOGISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9108	91.08%
Caco-2	-	0.6970	69.70%
Blood Brain Barrier	+	0.5855	58.55%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7521	75.21%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	+	0.7322	73.22%
P-glycoprotein inhibitior	-	0.7214	72.14%
P-glycoprotein substrate	-	0.8210	82.10%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7349	73.49%
CYP2C9 inhibition	-	0.8322	83.22%
CYP2C19 inhibition	-	0.8467	84.67%
CYP2D6 inhibition	-	0.8434	84.34%
CYP1A2 inhibition	-	0.6847	68.47%
CYP2C8 inhibition	-	0.8611	86.11%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9664	96.64%
Eye irritation	-	0.5824	58.24%
Skin irritation	-	0.6846	68.46%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6676	66.76%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5321	53.21%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	-	0.6141	61.41%
Androgen receptor binding	-	0.5747	57.47%
Thyroid receptor binding	-	0.4941	49.41%
Glucocorticoid receptor binding	-	0.5729	57.29%
Aromatase binding	-	0.6379	63.79%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.9362	93.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	96.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.96%	99.17%

Plants that contains it

• Gutierrezia solbrigii

Cross-Links

• PubChem: 163184464
• LOTUS: LTS0035404
• wikiData: Q105205074