7-[2-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-5-hydroxy-10-methyl-2-oxatricyclo[6.3.1.04,12]dodeca-1(12),3-dien-11-one

Details

• Internal ID: 7b363f23-68f3-40b2-a262-ee6f2d4334b7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 7-[2-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-5-hydroxy-10-methyl-2-oxatricyclo[6.3.1.04,12]dodeca-1(12),3-dien-11-one
• SMILES (Canonical): CC1CC2C(CC(C3=COC(=C23)C1=O)O)C(C)(C)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): CC1CC2C(CC(C3=COC(=C23)C1=O)O)C(C)(C)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C26H38O13/c1-10-4-11-13(5-14(28)12-6-35-21(16(11)12)17(10)29)25(2,3)39-23-20(32)19(31)18(30)15(38-23)7-36-24-22(33)26(34,8-27)9-37-24/h6,10-11,13-15,18-20,22-24,27-28,30-34H,4-5,7-9H2,1-3H3
• InChI Key: ZUANWKXIWLOPFL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₃
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.23124126 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7669	76.69%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6061	60.61%
P-glycoprotein inhibitior	-	0.5070	50.70%
P-glycoprotein substrate	-	0.5608	56.08%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8823	88.23%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8231	82.31%
CYP2C8 inhibition	+	0.5531	55.31%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6587	65.87%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8267	82.67%
Acute Oral Toxicity (c)	I	0.4501	45.01%
Estrogen receptor binding	+	0.7010	70.10%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.6576	65.76%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.6497	64.97%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	99.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.26%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.88%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.56%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.29%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.01%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.88%	86.92%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.15%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.70%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%

Plants that contains it

• Bombax ceiba

Cross-Links

• PubChem: 162868227
• LOTUS: LTS0271033
• wikiData: Q105383437