6-methyl-3-methylidene-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 0b2f2bc8-628f-4a47-b899-80834a5ab6cc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-methyl-3-methylidene-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1=C2C(C3C(CC1)C(=C)C(=O)O3)C(=CC2=O)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC1=C2C(C3C(CC1)C(=C)C(=O)O3)C(=CC2=O)COC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C21H26O9/c1-8-3-4-11-9(2)20(27)30-19(11)15-10(5-12(23)14(8)15)7-28-21-18(26)17(25)16(24)13(6-22)29-21/h5,11,13,15-19,21-22,24-26H,2-4,6-7H2,1H3
• InChI Key: GHSRDMYBBWWNGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₉
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.15768240 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 9
• 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	+	0.6743	67.43%
Caco-2	-	0.8119	81.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7645	76.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6168	61.68%
P-glycoprotein inhibitior	-	0.7346	73.46%
P-glycoprotein substrate	-	0.8048	80.48%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.8270	82.70%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	-	0.7564	75.64%
CYP2C8 inhibition	+	0.4684	46.84%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.9610	96.10%
Skin irritation	-	0.7087	70.87%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3928	39.28%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5039	50.39%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5821	58.21%
Acute Oral Toxicity (c)	III	0.5074	50.74%
Estrogen receptor binding	+	0.6947	69.47%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	-	0.6003	60.03%
Glucocorticoid receptor binding	+	0.6000	60.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5554	55.54%
Honey bee toxicity	-	0.7950	79.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8856	88.56%

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	95.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.75%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.29%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.99%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.70%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.24%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.10%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.98%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.69%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.45%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.33%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.69%	96.61%

Plants that contains it

• Cichorium endivia
• Crepidiastrum keiskeanum
• Crepidiastrum sonchifolium subsp. sonchifolium
• Crepis multicaulis
• Lactuca triangulata
• Launaea arborescens
• Scorzoneroides atlantica
• Sonchus oleraceus

Cross-Links

• PubChem: 13855727
• LOTUS: LTS0275637
• wikiData: Q105008708