Antrocinnamomin C

Details

• Internal ID: f3856db2-4fac-4d4a-ae7b-97e104b2a1a1
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 3-(4-hydroxyphenyl)-4-(2-methylpropyl)furan-2,5-dione
• SMILES (Canonical): CC(C)CC1=C(C(=O)OC1=O)C2=CC=C(C=C2)O
• SMILES (Isomeric): CC(C)CC1=C(C(=O)OC1=O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C14H14O4/c1-8(2)7-11-12(14(17)18-13(11)16)9-3-5-10(15)6-4-9/h3-6,8,15H,7H2,1-2H3
• InChI Key: FJGYSGJBIYTUFG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2,5-Furandione, 3-(4-hydroxyphenyl)-4-(2-methylpropyl)-
• 888223-13-0
• CHEMBL512844
• SCHEMBL1478878

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.7603	76.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8332	83.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6710	67.10%
P-glycoprotein inhibitior	-	0.9510	95.10%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.6084	60.84%
CYP2C9 substrate	+	0.6290	62.90%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	+	0.6035	60.35%
CYP2C19 inhibition	-	0.5290	52.90%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.5795	57.95%
CYP2C8 inhibition	-	0.7309	73.09%
CYP inhibitory promiscuity	+	0.5881	58.81%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.7982	79.82%
Carcinogenicity (trinary)	Danger	0.4132	41.32%
Eye corrosion	-	0.9590	95.90%
Eye irritation	+	0.7741	77.41%
Skin irritation	-	0.6457	64.57%
Skin corrosion	-	0.8987	89.87%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7058	70.58%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.8408	84.08%
skin sensitisation	-	0.5641	56.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6383	63.83%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	+	0.7049	70.49%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.6803	68.03%
Glucocorticoid receptor binding	-	0.7925	79.25%
Aromatase binding	-	0.5594	55.94%
PPAR gamma	-	0.5477	54.77%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.29%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	87.12%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.19%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.10%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.63%	90.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.82%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.73%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.24%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44561456
• LOTUS: LTS0022387
• wikiData: Q103819054