2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[6-(3-hydroxybut-1-enyl)-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 134c6cc6-9698-49b9-8de0-dba2b3485ecd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[6-(3-hydroxybut-1-enyl)-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C=CC12C(CC(CC1(O2)C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)(C)C)O
• SMILES (Isomeric): CC(C=CC12C(CC(CC1(O2)C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)(C)C)O
• InChI: InChI=1S/C24H40O12/c1-12(26)5-6-24-21(2,3)7-13(8-22(24,4)36-24)34-19-17(29)16(28)15(27)14(35-19)9-32-20-18(30)23(31,10-25)11-33-20/h5-6,12-20,25-31H,7-11H2,1-4H3
• InChI Key: DWHAWKVKIJBMBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₁₂
• Molecular Weight: 520.60 g/mol
• Exact Mass: 520.25197671 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6543	65.43%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8561	85.61%
P-glycoprotein inhibitior	-	0.5241	52.41%
P-glycoprotein substrate	-	0.6693	66.93%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.8370	83.70%
CYP2C19 inhibition	-	0.8352	83.52%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.8813	88.13%
CYP2C8 inhibition	-	0.5961	59.61%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.5077	50.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.4076	40.76%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6791	67.91%
Acute Oral Toxicity (c)	I	0.4528	45.28%
Estrogen receptor binding	+	0.6444	64.44%
Androgen receptor binding	+	0.6311	63.11%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6415	64.15%
Aromatase binding	+	0.7193	71.93%
PPAR gamma	+	0.6230	62.30%
Honey bee toxicity	-	0.7605	76.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7602	76.02%

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	97.72%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.27%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.70%	83.57%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	90.74%	92.32%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.97%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.70%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	88.04%	91.49%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.67%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.73%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.64%	92.86%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.00%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.80%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.75%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	80.74%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.59%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.57%	94.45%

Plants that contains it

• Carallia brachiata

Cross-Links

• PubChem: 162874339
• LOTUS: LTS0062222
• wikiData: Q104990535