3a-[3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxyphenyl]-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1,8b-diol

Details

• Internal ID: a3bafde2-5e76-4c3d-8fe4-b8e21dde8e54
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: 3a-[3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxyphenyl]-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1,8b-diol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=CC(=C2)C34C(CC(C3(C5=C(O4)C=C(C=C5OC)OC)O)O)C6=CC=CC=C6)OC)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C=CC(=C2)C34C(CC(C3(C5=C(O4)C=C(C=C5OC)OC)O)O)C6=CC=CC=C6)OC)O)OC)O
• InChI: InChI=1S/C33H38O11/c1-17-28(35)30(41-5)29(36)31(42-17)43-23-13-19(11-12-22(23)39-3)33-21(18-9-7-6-8-10-18)16-26(34)32(33,37)27-24(40-4)14-20(38-2)15-25(27)44-33/h6-15,17,21,26,28-31,34-37H,16H2,1-5H3
• InChI Key: GAPUHCXUFCJMPS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₁
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.24141202 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7734	77.34%
Caco-2	-	0.7982	79.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5500	55.00%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.6161	61.61%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7857	78.57%
CYP3A4 inhibition	-	0.7970	79.70%
CYP2C9 inhibition	-	0.9187	91.87%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.8073	80.73%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.7404	74.04%
CYP inhibitory promiscuity	-	0.7840	78.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4159	41.59%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6535	65.35%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6950	69.50%
Acute Oral Toxicity (c)	III	0.4621	46.21%
Estrogen receptor binding	+	0.7873	78.73%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.6069	60.69%
Aromatase binding	+	0.5957	59.57%
PPAR gamma	+	0.7129	71.29%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.8163	81.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	95.94%	89.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.71%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.48%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.24%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.95%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.80%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.20%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.19%	94.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.86%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.56%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.97%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.77%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.46%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.90%	91.07%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.20%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.07%	92.94%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.76%	83.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.95%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.71%	90.17%

Plants that contains it

• Aglaia elliptica

Cross-Links

• PubChem: 85253858
• LOTUS: LTS0036055
• wikiData: Q105005557