dimethyl (Z,6E)-2-[(3S)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

Details

• Internal ID: f40564d4-7efe-48e3-a034-6436a785aab0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: dimethyl (Z,6E)-2-[(3S)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate
• InChI: InChI=1S/C22H32O7/c1-22(2,26)19(23)12-11-18(21(25)28-4)10-6-9-17(20(24)27-3)8-5-7-16-13-14-29-15-16/h8,10,13-15,19,23,26H,5-7,9,11-12H2,1-4H3/b17-8+,18-10-/t19-/m0/s1
• InChI Key: WILPRVDBMLKDJM-QRAIHLCSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9273	92.73%
Caco-2	-	0.6568	65.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7310	73.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.6617	66.17%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.6677	66.77%
CYP2C9 inhibition	-	0.5779	57.79%
CYP2C19 inhibition	-	0.6498	64.98%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	-	0.6337	63.37%
CYP2C8 inhibition	-	0.6483	64.83%
CYP inhibitory promiscuity	-	0.8719	87.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9595	95.95%
Skin irritation	-	0.7142	71.42%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6576	65.76%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5023	50.23%
skin sensitisation	-	0.7202	72.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6139	61.39%
Acute Oral Toxicity (c)	III	0.4725	47.25%
Estrogen receptor binding	+	0.6984	69.84%
Androgen receptor binding	-	0.5808	58.08%
Thyroid receptor binding	+	0.7354	73.54%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	+	0.5353	53.53%
PPAR gamma	+	0.6987	69.87%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9619	96.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	95.63%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.37%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	90.83%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.63%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.30%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.83%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.17%	89.34%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.20%	94.00%

Plants that contains it

• Baccharis thymifolia

Cross-Links

• PubChem: 24799151
• LOTUS: LTS0044991
• wikiData: Q105306342