5-Ethenyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,7-hexahydroisochromen-1-one

Details

• Internal ID: 4cb722c8-caa7-4309-8b05-e912c9d1ec55
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5-ethenyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,7-hexahydroisochromen-1-one
• SMILES (Canonical): C=CC1C2CCOC(=O)C2=CCC1OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C=CC1C2CCOC(=O)C2=CCC1OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C17H24O8/c1-2-8-9-5-6-23-16(22)10(9)3-4-11(8)24-17-15(21)14(20)13(19)12(7-18)25-17/h2-3,8-9,11-15,17-21H,1,4-7H2
• InChI Key: FYSKLDZBRXIWLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₈
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 8
• 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	-	0.5998	59.98%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7924	79.24%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8264	82.64%
P-glycoprotein inhibitior	-	0.8681	86.81%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.8481	84.81%
CYP2C8 inhibition	-	0.7360	73.60%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.7917	79.17%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5667	56.67%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7017	70.17%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6583	65.83%
Acute Oral Toxicity (c)	III	0.4658	46.58%
Estrogen receptor binding	-	0.4763	47.63%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	-	0.5732	57.32%
Aromatase binding	-	0.5794	57.94%
PPAR gamma	+	0.5577	55.77%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7296	72.96%

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	98.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	87.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.30%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.41%	95.83%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.21%	89.67%
CHEMBL4530	P00488	Coagulation factor XIII	80.66%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.60%	96.21%

Plants that contains it

• Iodes cirrhosa

Cross-Links

• PubChem: 163057687
• LOTUS: LTS0231577
• wikiData: Q105004688