6-(2,3-Dihydroxy-3-methylbutyl)furo[3,2-g]chromen-7-one

Details

• Internal ID: 66ccf911-45cd-41ed-a74e-2a252971c1de
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 6-(2,3-dihydroxy-3-methylbutyl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(CC1=CC2=C(C=C3C(=C2)C=CO3)OC1=O)O)O
• SMILES (Isomeric): CC(C)(C(CC1=CC2=C(C=C3C(=C2)C=CO3)OC1=O)O)O
• InChI: InChI=1S/C16H16O5/c1-16(2,19)14(17)7-11-6-10-5-9-3-4-20-12(9)8-13(10)21-15(11)18/h3-6,8,14,17,19H,7H2,1-2H3
• InChI Key: HDEALGPZFHUWMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	+	0.5127	51.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9005	90.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6231	62.31%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.7658	76.58%
CYP3A4 substrate	-	0.5616	56.16%
CYP2C9 substrate	-	0.6203	62.03%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8442	84.42%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	-	0.8612	86.12%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5354	53.54%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.6991	69.91%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3858	38.58%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5965	59.65%
Acute Oral Toxicity (c)	III	0.5500	55.00%
Estrogen receptor binding	+	0.7011	70.11%
Androgen receptor binding	+	0.6748	67.48%
Thyroid receptor binding	+	0.6534	65.34%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.6946	69.46%
PPAR gamma	+	0.7885	78.85%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9631	96.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.47%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.35%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.95%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.40%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.57%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL3706	P78536	ADAM17	83.75%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.41%	96.67%

Plants that contains it

• Amyris elemifera

Cross-Links

• PubChem: 163030993
• LOTUS: LTS0107109
• wikiData: Q105026285