8-[2-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: dec27af2-ffc5-4b73-8f4e-2eefb69b6b52
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC3=C2OC(=O)C=C3)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C=CC3=C2OC(=O)C=C3)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C20H24O9/c1-20(2,29-19-17(25)16(24)15(23)12(8-21)27-19)13-7-10-11(26-13)5-3-9-4-6-14(22)28-18(9)10/h3-6,12-13,15-17,19,21,23-25H,7-8H2,1-2H3
• InChI Key: UCJHITBUIWHISE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₉
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.14203234 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7702	77.02%
Caco-2	-	0.8468	84.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5617	56.17%
P-glycoprotein inhibitior	-	0.6420	64.20%
P-glycoprotein substrate	-	0.8653	86.53%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	0.8241	82.41%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.8892	88.92%
CYP2C9 inhibition	-	0.8680	86.80%
CYP2C19 inhibition	-	0.8343	83.43%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.6932	69.32%
CYP2C8 inhibition	-	0.7471	74.71%
CYP inhibitory promiscuity	-	0.7011	70.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9765	97.65%
Skin irritation	-	0.7972	79.72%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4833	48.33%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.6592	65.92%
Estrogen receptor binding	+	0.8462	84.62%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	+	0.6962	69.62%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.8182	81.82%
PPAR gamma	+	0.7163	71.63%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5552	55.52%
Fish aquatic toxicity	+	0.9463	94.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.62%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.09%	95.89%

Plants that contains it

• Cicuta virosa

Cross-Links

• PubChem: 604522
• LOTUS: LTS0248358
• wikiData: Q105269944