[(3aR,4S,9aR,9bR)-6-methyl-3-methylidene-2-oxo-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,7,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methyl 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: 80863975-c217-411c-932e-483aff1215dc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3aR,4S,9aR,9bR)-6-methyl-3-methylidene-2-oxo-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,7,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methyl 2-(4-hydroxyphenyl)acetate
• InChI: InChI=1S/C29H34O11/c1-13-9-19(38-29-26(35)25(34)24(33)20(11-30)39-29)22-14(2)28(36)40-27(22)23-16(5-8-18(13)23)12-37-21(32)10-15-3-6-17(31)7-4-15/h3-7,19-20,22-27,29-31,33-35H,2,8-12H2,1H3/t19-,20+,22+,23-,24+,25-,26+,27-,29+/m0/s1
• InChI Key: KUKRGJUOYPWVJA-WVGLFDRFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.21011190 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 11
• 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	+	0.8515	85.15%
Caco-2	-	0.8909	89.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7387	73.87%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8504	85.04%
P-glycoprotein inhibitior	-	0.5160	51.60%
P-glycoprotein substrate	-	0.5716	57.16%
CYP3A4 substrate	+	0.6858	68.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.7550	75.50%
CYP2C9 inhibition	-	0.8292	82.92%
CYP2C19 inhibition	-	0.7133	71.33%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.7766	77.66%
CYP2C8 inhibition	+	0.6951	69.51%
CYP inhibitory promiscuity	-	0.7821	78.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9309	93.09%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3929	39.29%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.4535	45.35%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7131	71.31%
Thyroid receptor binding	-	0.5666	56.66%
Glucocorticoid receptor binding	+	0.5938	59.38%
Aromatase binding	+	0.5260	52.60%
PPAR gamma	+	0.6547	65.47%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9970	99.70%

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	94.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.55%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.56%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.80%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.71%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.92%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.67%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.01%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.47%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.29%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	82.87%	90.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.57%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.52%	93.65%

Plants that contains it

• Crepidiastrum lanceolatum

Cross-Links

• PubChem: 21580544
• LOTUS: LTS0022540
• wikiData: Q105146197