9-Hydroxy-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: e537387f-0610-4927-af73-f7821f52212f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 9-hydroxy-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)(C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(C)(C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3
• InChI Key: ALEQYOXVXJKFOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₁₀
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13694696 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• AKOS040760073

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6623	66.23%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7727	77.27%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4826	48.26%
P-glycoprotein inhibitior	-	0.6577	65.77%
P-glycoprotein substrate	-	0.8566	85.66%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.8357	83.57%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	-	0.8365	83.65%
CYP2C19 inhibition	-	0.7886	78.86%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.7078	70.78%
CYP inhibitory promiscuity	-	0.6436	64.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	+	0.5699	56.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4875	48.75%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.6568	65.68%
Estrogen receptor binding	+	0.8390	83.90%
Androgen receptor binding	+	0.6378	63.78%
Thyroid receptor binding	+	0.6725	67.25%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	+	0.8326	83.26%
PPAR gamma	+	0.6765	67.65%
Honey bee toxicity	-	0.8444	84.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9037	90.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	90.36%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.53%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%

Plants that contains it

• Angelica archangelica
• Angelica decursiva
• Cicuta virosa
• Heracleum maximum
• Kitagawia praeruptora
• Peucedanum japonicum

Cross-Links

• PubChem: 5245822
• NPASS: NPC100285
• LOTUS: LTS0142555
• wikiData: Q104914058