2-[2-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: 339549cd-fefa-40cc-b96f-c909dde2677a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-[2-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C25H32O13/c1-24(2,16-6-12-5-11-3-4-17(27)36-13(11)7-14(12)35-16)38-22-20(30)19(29)18(28)15(37-22)8-33-23-21(31)25(32,9-26)10-34-23/h3-5,7,15-16,18-23,26,28-32H,6,8-10H2,1-2H3
• InChI Key: WUXQDGGGYDCEJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₃
• Molecular Weight: 540.50 g/mol
• Exact Mass: 540.18429107 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.84
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7927	79.27%
Caco-2	-	0.8579	85.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6100	61.00%
P-glycoprotein inhibitior	-	0.4753	47.53%
P-glycoprotein substrate	-	0.5318	53.18%
CYP3A4 substrate	+	0.6566	65.66%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	+	0.5158	51.58%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9468	94.68%
Skin irritation	-	0.8052	80.52%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7712	77.12%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.6266	62.66%
Thyroid receptor binding	+	0.5483	54.83%
Glucocorticoid receptor binding	+	0.6622	66.22%
Aromatase binding	+	0.7556	75.56%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5652	56.52%
Fish aquatic toxicity	+	0.9464	94.64%

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	98.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.50%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.56%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	92.67%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.27%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL5957	P21589	5'-nucleotidase	87.89%	97.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.82%	97.36%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.97%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.43%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.64%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.13%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.57%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	84.04%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.23%	96.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.28%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.88%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.31%	97.21%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 85130233
• LOTUS: LTS0183405
• wikiData: Q105212201