2-(3,4-Dihydroxy-4-methylpentyl)-6-[3-(furan-3-yl)propylidene]hept-2-enedioic acid

Details

• Internal ID: 69b83930-0355-4a05-90fd-d8a5dfc24343
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3,4-dihydroxy-4-methylpentyl)-6-[3-(furan-3-yl)propylidene]hept-2-enedioic acid
• InChI: InChI=1S/C20H28O7/c1-20(2,26)17(21)10-9-16(19(24)25)8-4-7-15(18(22)23)6-3-5-14-11-12-27-13-14/h6,8,11-13,17,21,26H,3-5,7,9-10H2,1-2H3,(H,22,23)(H,24,25)
• InChI Key: MLYVKQKXGXBDRS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	-	0.8478	84.78%
Blood Brain Barrier	-	0.5145	51.45%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7661	76.61%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.7756	77.56%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8202	82.02%
P-glycoprotein inhibitior	-	0.7531	75.31%
P-glycoprotein substrate	-	0.7833	78.33%
CYP3A4 substrate	+	0.5276	52.76%
CYP2C9 substrate	-	0.5991	59.91%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.7846	78.46%
CYP2C9 inhibition	-	0.6984	69.84%
CYP2C19 inhibition	-	0.7472	74.72%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.7016	70.16%
CYP2C8 inhibition	-	0.7311	73.11%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8757	87.57%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5663	56.63%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5765	57.65%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7886	78.86%
Acute Oral Toxicity (c)	III	0.5625	56.25%
Estrogen receptor binding	+	0.6754	67.54%
Androgen receptor binding	-	0.5372	53.72%
Thyroid receptor binding	+	0.7056	70.56%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.8213	82.13%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9783	97.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.04%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	93.96%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.35%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.36%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.36%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	85.01%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.75%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.46%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73197367
• LOTUS: LTS0222067
• wikiData: Q105167357