Citrifelin A

Details

• Internal ID: 25a35350-869e-46b5-ab97-da91698b5a0b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: (3R,5R,7R,8S)-3-(4-hydroxyphenyl)-7,8,10-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-trien-11-ol
• InChI: InChI=1S/C20H22O4/c1-10-12(3)23-18-9-16(13-4-6-14(21)7-5-13)24-17-8-15(22)11(2)19(10)20(17)18/h4-8,10,12,16,18,21-22H,9H2,1-3H3/t10-,12-,16-,18-/m1/s1
• InChI Key: BXIIDDHHSRQLLO-PQNMDKLMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL3609763

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9706	97.06%
Caco-2	+	0.6224	62.24%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7079	70.79%
P-glycoprotein inhibitior	-	0.7435	74.35%
P-glycoprotein substrate	-	0.7672	76.72%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	+	0.4925	49.25%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	+	0.5438	54.38%
CYP2C19 inhibition	-	0.5963	59.63%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	+	0.6731	67.31%
CYP2C8 inhibition	+	0.5436	54.36%
CYP inhibitory promiscuity	+	0.5948	59.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5244	52.44%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8805	88.05%
Skin irritation	-	0.7475	74.75%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3980	39.80%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7990	79.90%
Acute Oral Toxicity (c)	III	0.6007	60.07%
Estrogen receptor binding	+	0.5494	54.94%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	+	0.7817	78.17%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	-	0.5258	52.58%
PPAR gamma	+	0.5561	55.61%
Honey bee toxicity	-	0.9483	94.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8600	86.00%

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	97.03%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.50%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.28%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.92%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.96%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.42%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	86.28%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.62%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.28%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.93%	97.21%
CHEMBL3194	P02766	Transthyretin	81.87%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.73%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.12%	93.40%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.64%	93.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187806
• LOTUS: LTS0257824
• wikiData: Q77381697