Citrifuran C

Details

• Internal ID: a1246831-0dc5-4797-830a-873fc0aaaa4f
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (5R)-5-[(1E,3E)-hexa-1,3-dienyl]-2-[(3R,4R,5S,7R,8S,10R)-10-hydroxy-3,7,8,10-tetramethyl-11-oxo-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),9(13)-dien-4-yl]-5-methyl-4-oxofuran-3-carboxylic acid
• InChI: InChI=1S/C27H32O8/c1-7-8-9-10-11-26(5)24(29)20(25(30)31)23(35-26)18-15(4)33-16-12-17(28)27(6,32)21-13(2)14(3)34-22(18)19(16)21/h8-15,18,22,32H,7H2,1-6H3,(H,30,31)/b9-8+,11-10+/t13-,14-,15-,18-,22+,26-,27+/m1/s1
• InChI Key: UGTPPMCFRXTUNF-NCFDYJRCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.20971797 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.6227	62.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7597	75.97%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.7956	79.56%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8946	89.46%
P-glycoprotein inhibitior	+	0.7511	75.11%
P-glycoprotein substrate	-	0.5436	54.36%
CYP3A4 substrate	+	0.6426	64.26%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.9040	90.40%
CYP3A4 inhibition	-	0.6975	69.75%
CYP2C9 inhibition	-	0.6070	60.70%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.8857	88.57%
CYP2C8 inhibition	+	0.5385	53.85%
CYP inhibitory promiscuity	-	0.5334	53.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.6327	63.27%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.5410	54.10%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6521	65.21%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5146	51.46%
skin sensitisation	-	0.7754	77.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.5264	52.64%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.6085	60.85%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.6025	60.25%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.7781	77.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9500	95.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.13%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.29%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.53%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.99%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.43%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.76%	99.17%

Plants that contains it

• Hertia pallens

Cross-Links

• PubChem: 139591070
• LOTUS: LTS0014186
• wikiData: Q104919029