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

Details

• Internal ID: 87907c98-8864-4894-a600-6753b02e61d0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [6-methyl-3-methylidene-2,7-dioxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)COC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)COC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C29H32O12/c1-12-7-18(39-20(33)8-14-3-5-16(31)6-4-14)22-13(2)28(37)41-27(22)23-15(9-17(32)21(12)23)11-38-29-26(36)25(35)24(34)19(10-30)40-29/h3-6,9,18-19,22-27,29-31,34-36H,2,7-8,10-11H2,1H3
• InChI Key: HCOZTDACWSVSLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₂
• Molecular Weight: 572.60 g/mol
• Exact Mass: 572.18937645 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7639	76.39%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8053	80.53%
P-glycoprotein inhibitior	-	0.4446	44.46%
P-glycoprotein substrate	+	0.5063	50.63%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.7598	75.98%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.6953	69.53%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	-	0.8096	80.96%
CYP2C8 inhibition	+	0.6946	69.46%
CYP inhibitory promiscuity	-	0.7276	72.76%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6090	60.90%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9309	93.09%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7615	76.15%
Micronuclear	-	0.5726	57.26%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8016	80.16%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7292	72.92%
Acute Oral Toxicity (c)	III	0.4610	46.10%
Estrogen receptor binding	+	0.8288	82.88%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	-	0.5350	53.50%
Glucocorticoid receptor binding	+	0.6689	66.89%
Aromatase binding	-	0.5070	50.70%
PPAR gamma	+	0.7030	70.30%
Honey bee toxicity	-	0.7234	72.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.36%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.86%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.79%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.99%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.49%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.44%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.01%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.52%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.89%	96.37%
CHEMBL221	P23219	Cyclooxygenase-1	82.45%	90.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.65%	97.33%

Plants that contains it

• Lactuca serriola

Cross-Links

• PubChem: 162848219
• LOTUS: LTS0218678
• wikiData: Q105025896