Decarboxycitrinone

Details

• Internal ID: b3ef4aba-627d-441a-8ca1-ce53825e3ab8
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,8-dihydroxy-3,4,5-trimethylisochromen-1-one
• SMILES (Canonical): CC1=C(OC(=O)C2=C(C=C(C(=C12)C)O)O)C
• SMILES (Isomeric): CC1=C(OC(=O)C2=C(C=C(C(=C12)C)O)O)C
• InChI: InChI=1S/C12H12O4/c1-5-7(3)16-12(15)11-9(14)4-8(13)6(2)10(5)11/h4,13-14H,1-3H3
• InChI Key: KSXQRSIXHZOLHH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL450945
• (3r,4s)-6,8-dihydroxy-3,4,5-trimethylisocoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9313	93.13%
Caco-2	+	0.5392	53.92%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.8094	80.94%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9421	94.21%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.9651	96.51%
CYP3A4 substrate	-	0.6229	62.29%
CYP2C9 substrate	+	0.6360	63.60%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	-	0.9249	92.49%
CYP inhibitory promiscuity	-	0.6217	62.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.9019	90.19%
Skin irritation	-	0.5843	58.43%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7549	75.49%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6723	67.23%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5820	58.20%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	-	0.5112	51.12%
Androgen receptor binding	+	0.5651	56.51%
Thyroid receptor binding	-	0.6676	66.76%
Glucocorticoid receptor binding	+	0.5961	59.61%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.5637	56.37%
Honey bee toxicity	-	0.9679	96.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9581	95.81%

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	95.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.34%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.65%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.63%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.53%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.52%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.67%	86.33%
CHEMBL3194	P02766	Transthyretin	82.44%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.67%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.11%	99.23%

Plants that contains it

• Uvaria chamae

Cross-Links

• PubChem: 10775271
• NPASS: NPC50455
• LOTUS: LTS0095978
• wikiData: Q77489844