4-(Hydroxymethyl)-3-[1-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxybut-2-enylidene]oxolan-2-one

Details

• Internal ID: 0e0cc53c-e0b8-4f5f-99b4-f56be17f5c23
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-(hydroxymethyl)-3-[1-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxybut-2-enylidene]oxolan-2-one
• SMILES (Canonical): CC=CC(=C1C(COC1=O)CO)OC2C(C(C(C(O2)C)O)O)O
• SMILES (Isomeric): CC=CC(=C1C(COC1=O)CO)OC2C(C(C(C(O2)C)O)O)O
• InChI: InChI=1S/C15H22O8/c1-3-4-9(10-8(5-16)6-21-14(10)20)23-15-13(19)12(18)11(17)7(2)22-15/h3-4,7-8,11-13,15-19H,5-6H2,1-2H3
• InChI Key: NRMVSHQJNSVBEY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.17
• 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	-	0.5569	55.69%
Caco-2	-	0.7093	70.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8055	80.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7208	72.08%
P-glycoprotein inhibitior	-	0.8960	89.60%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	+	0.5365	53.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.9230	92.30%
CYP2C9 inhibition	-	0.8746	87.46%
CYP2C19 inhibition	-	0.8232	82.32%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.8351	83.51%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.6590	65.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7913	79.13%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7009	70.09%
Acute Oral Toxicity (c)	III	0.5933	59.33%
Estrogen receptor binding	-	0.5534	55.34%
Androgen receptor binding	-	0.6513	65.13%
Thyroid receptor binding	-	0.6153	61.53%
Glucocorticoid receptor binding	-	0.5919	59.19%
Aromatase binding	-	0.7242	72.42%
PPAR gamma	-	0.5180	51.80%
Honey bee toxicity	-	0.8184	81.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4318	43.18%

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	97.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.83%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.75%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	86.46%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162979309
• LOTUS: LTS0070261
• wikiData: Q104179936