(8S)-8-[2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: 5b456323-bbd2-476e-b6e1-b1cfd9260e76
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (8S)-8-[2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one
• InChI: InChI=1S/C20H24O10/c1-20(26,8-27-19-17(25)16(24)15(23)12(7-21)29-19)13-6-10-11(28-13)4-2-9-3-5-14(22)30-18(9)10/h2-5,12-13,15-17,19,21,23-26H,6-8H2,1H3/t12-,13+,15-,16+,17-,19-,20?/m1/s1
• InChI Key: SNDKCNISROFTJM-JWITYTELSA-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: -0.70
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7799	77.99%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6457	64.57%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.7179	71.79%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.8461	84.61%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.6725	67.25%
CYP inhibitory promiscuity	-	0.8781	87.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5364	53.64%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8771	87.71%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5550	55.50%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.6191	61.91%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.6973	69.73%
Aromatase binding	+	0.7171	71.71%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.8098	80.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9634	96.34%

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	96.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.82%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.61%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.29%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.70%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

• Heracleum yungningense

Cross-Links

• PubChem: 11189431
• NPASS: NPC312413