2-[13-(Furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetic acid

Details

• Internal ID: f631b2b9-6cfd-4239-aa3f-87d28f7847a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: 2-[13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetic acid
• SMILES (Canonical): CC1(C(C2(C3CCC4(C(OC(=O)CC4(C3=C)OC2CC1=O)C5=COC=C5)C)C)CC(=O)O)C
• SMILES (Isomeric): CC1(C(C2(C3CCC4(C(OC(=O)CC4(C3=C)OC2CC1=O)C5=COC=C5)C)C)CC(=O)O)C
• InChI: InChI=1S/C26H32O7/c1-14-16-6-8-24(4)22(15-7-9-31-13-15)32-21(30)12-26(14,24)33-19-11-18(27)23(2,3)17(10-20(28)29)25(16,19)5/h7,9,13,16-17,19,22H,1,6,8,10-12H2,2-5H3,(H,28,29)
• InChI Key: OQLGEBFKDSZURT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₇
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.21480336 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.6644	66.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.6276	62.76%
OATP1B3 inhibitior	-	0.5487	54.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4679	46.79%
P-glycoprotein inhibitior	+	0.6793	67.93%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	+	0.8260	82.60%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.8255	82.55%
CYP2C8 inhibition	+	0.6408	64.08%
CYP inhibitory promiscuity	-	0.9005	90.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8671	86.71%
Skin irritation	-	0.5322	53.22%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7657	76.57%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.7884	78.84%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7241	72.41%
Acute Oral Toxicity (c)	I	0.6819	68.19%
Estrogen receptor binding	+	0.7216	72.16%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.6695	66.95%
Glucocorticoid receptor binding	+	0.8602	86.02%
Aromatase binding	+	0.7855	78.55%
PPAR gamma	+	0.7285	72.85%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.29%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.89%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.55%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.56%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%

Plants that contains it

• Bergia capensis

Cross-Links

• PubChem: 12306800
• LOTUS: LTS0170677
• wikiData: Q105196956