4-Hydroxy-5-(5-hydroxy-4,8-dimethylnona-3,7-dienyl)-5-methyloxolan-2-one

Details

• Internal ID: 0f94d182-2f38-4143-8f42-e5c7afb52128
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-5-(5-hydroxy-4,8-dimethylnona-3,7-dienyl)-5-methyloxolan-2-one
• SMILES (Canonical): CC(=CCC(C(=CCCC1(C(CC(=O)O1)O)C)C)O)C
• SMILES (Isomeric): CC(=CCC(C(=CCCC1(C(CC(=O)O1)O)C)C)O)C
• InChI: InChI=1S/C16H26O4/c1-11(2)7-8-13(17)12(3)6-5-9-16(4)14(18)10-15(19)20-16/h6-7,13-14,17-18H,5,8-10H2,1-4H3
• InChI Key: MHJUERMCLHZDTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6810	68.10%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7308	73.08%
P-glycoprotein inhibitior	-	0.9316	93.16%
P-glycoprotein substrate	-	0.7836	78.36%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.7694	76.94%
CYP2C9 inhibition	-	0.7812	78.12%
CYP2C19 inhibition	-	0.6031	60.31%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.7382	73.82%
CYP2C8 inhibition	-	0.9172	91.72%
CYP inhibitory promiscuity	-	0.9093	90.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.5901	59.01%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8070	80.70%
Skin irritation	+	0.5906	59.06%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6424	64.24%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7059	70.59%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5547	55.47%
Acute Oral Toxicity (c)	I	0.4321	43.21%
Estrogen receptor binding	-	0.5876	58.76%
Androgen receptor binding	-	0.7658	76.58%
Thyroid receptor binding	-	0.5215	52.15%
Glucocorticoid receptor binding	-	0.5614	56.14%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.6630	66.30%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	97.52%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.21%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.80%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.43%	97.25%

Plants that contains it

• Mutisia friesiana

Cross-Links

• PubChem: 162931837
• LOTUS: LTS0195675
• wikiData: Q105163842