1,5,8-Trimethyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5a,6-tetrahydroazuleno[6,5-b]furan-2-one

Details

• Internal ID: 4ab14abd-4550-41cd-a977-94e3f63f8226
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 1,5,8-trimethyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5a,6-tetrahydroazuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C21H28O8/c1-9-4-5-13-11(9)6-12-10(2)19(26)27-14(12)7-21(13,3)29-20-18(25)17(24)16(23)15(8-22)28-20/h4,6,13-18,20,22-25H,5,7-8H2,1-3H3
• InChI Key: DIMGVNQUUYBHQU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₈
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.17841785 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8525	85.25%
Caco-2	-	0.6834	68.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7449	74.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4898	48.98%
P-glycoprotein inhibitior	-	0.7681	76.81%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	-	0.7285	72.85%
CYP inhibitory promiscuity	-	0.8616	86.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9633	96.33%
Skin irritation	-	0.6193	61.93%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7074	70.74%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6890	68.90%
Acute Oral Toxicity (c)	III	0.6311	63.11%
Estrogen receptor binding	+	0.5823	58.23%
Androgen receptor binding	+	0.6275	62.75%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	+	0.5285	52.85%
PPAR gamma	+	0.5491	54.91%
Honey bee toxicity	-	0.7747	77.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9335	93.35%

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	96.52%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.19%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.73%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.90%	96.61%
CHEMBL2581	P07339	Cathepsin D	85.85%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.00%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%

Plants that contains it

• Hedyosmum orientale

Cross-Links

• PubChem: 162941693
• LOTUS: LTS0068352
• wikiData: Q104981496