3-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,5-dimethyl-8-(3-oxobutyl)-6-oxabicyclo[3.2.1]octan-7-one

Details

• Internal ID: 0f355019-28cf-4a3b-8724-ebc71ea6304b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 3-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,5-dimethyl-8-(3-oxobutyl)-6-oxabicyclo[3.2.1]octan-7-one
• SMILES (Canonical): CC(=O)CCC1C2(CC(CC1(OC2=O)C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C
• SMILES (Isomeric): CC(=O)CCC1C2(CC(CC1(OC2=O)C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C
• InChI: InChI=1S/C24H38O13/c1-11(26)4-5-14-22(2)6-12(7-23(14,3)37-21(22)31)35-19-17(29)16(28)15(27)13(36-19)8-33-20-18(30)24(32,9-25)10-34-20/h12-20,25,27-30,32H,4-10H2,1-3H3
• InChI Key: UKQWHHRWCGTADL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₁₃
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.23124126 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.26
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6589	65.89%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7207	72.07%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7828	78.28%
P-glycoprotein inhibitior	-	0.4859	48.59%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	-	0.8781	87.81%
CYP2C9 inhibition	-	0.8877	88.77%
CYP2C19 inhibition	-	0.8918	89.18%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	-	0.5952	59.52%
CYP inhibitory promiscuity	-	0.9837	98.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6692	66.92%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.6592	65.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4139	41.39%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6573	65.73%
Acute Oral Toxicity (c)	I	0.6146	61.46%
Estrogen receptor binding	+	0.7164	71.64%
Androgen receptor binding	+	0.6034	60.34%
Thyroid receptor binding	-	0.5628	56.28%
Glucocorticoid receptor binding	+	0.6142	61.42%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	-	0.4897	48.97%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8685	86.85%

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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	92.15%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.50%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.84%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	87.40%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.90%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.06%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.24%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	84.38%	83.82%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.94%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.19%	100.00%
CHEMBL5957	P21589	5'-nucleotidase	83.13%	97.78%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.02%	92.32%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.95%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.33%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.98%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.16%	99.17%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 162942898
• LOTUS: LTS0217498
• wikiData: Q105274830