17-Hydroxygutiesolbriolide

Details

• Internal ID: 02e44c83-1aa8-429c-8997-7fd714d4087c
• 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-3-yl)nona-2,6-dienoic acid
• SMILES (Canonical): CC(=CCCC1=CC(=O)OC1)CCC=C(CCC=C(C)CO)C(=O)O
• SMILES (Isomeric): C/C(=C\CCC1=CC(=O)OC1)/CC/C=C(/CC/C=C(/C)\CO)\C(=O)O
• InChI: InChI=1S/C20H28O5/c1-15(6-3-9-17-12-19(22)25-14-17)7-4-10-18(20(23)24)11-5-8-16(2)13-21/h6,8,10,12,21H,3-5,7,9,11,13-14H2,1-2H3,(H,23,24)/b15-6+,16-8-,18-10-
• InChI Key: ADBUIFPZNQVMPU-VSGMZEOWSA-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: 3.20
• 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	+	0.9198	91.98%
Caco-2	-	0.6715	67.15%
Blood Brain Barrier	+	0.5855	58.55%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5423	54.23%
BSEP inhibitior	+	0.8073	80.73%
P-glycoprotein inhibitior	-	0.6387	63.87%
P-glycoprotein substrate	-	0.7703	77.03%
CYP3A4 substrate	+	0.5245	52.45%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7348	73.48%
CYP2C9 inhibition	-	0.8142	81.42%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.8422	84.22%
CYP1A2 inhibition	-	0.7061	70.61%
CYP2C8 inhibition	-	0.8196	81.96%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9495	94.95%
Eye irritation	-	0.6874	68.74%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6010	60.10%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4574	45.74%
Acute Oral Toxicity (c)	III	0.6452	64.52%
Estrogen receptor binding	+	0.5731	57.31%
Androgen receptor binding	-	0.4872	48.72%
Thyroid receptor binding	+	0.5632	56.32%
Glucocorticoid receptor binding	+	0.5944	59.44%
Aromatase binding	-	0.5718	57.18%
PPAR gamma	+	0.8268	82.68%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	97.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.60%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.47%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.73%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%

Plants that contains it

• Gutierrezia solbrigii
• Vassobia breviflora
• Withania somnifera

Cross-Links

• PubChem: 163184465
• LOTUS: LTS0047787
• wikiData: Q105246939