cleistanthin E

Details

• Internal ID: 96095ed8-bf51-458b-88e7-274f9bbe3d65
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R)-3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-3,4-dimethoxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COCC1C(C(C(O1)OC2COC(C(C2OC)OC)OC3C(OC(C(C3O)O)OC4=C5COC(=O)C5=C(C6=CC(=C(C=C64)OC)OC)C7=CC8=C(C=C7)OCO8)CO)OC)OC
• SMILES (Isomeric): COC[C@@H]1[C@@H]([C@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2OC)OC)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)OC4=C5COC(=O)C5=C(C6=CC(=C(C=C64)OC)OC)C7=CC8=C(C=C7)OCO8)CO)OC)OC
• InChI: InChI=1S/C42H52O20/c1-47-15-27-35(50-4)38(53-7)42(59-27)60-28-16-55-41(37(52-6)36(28)51-5)62-34-26(13-43)58-40(32(45)31(34)44)61-33-20-12-24(49-3)23(48-2)11-19(20)29(30-21(33)14-54-39(30)46)18-8-9-22-25(10-18)57-17-56-22/h8-12,26-28,31-32,34-38,40-45H,13-17H2,1-7H3/t26-,27-,28-,31-,32-,34-,35+,36+,37-,38-,40+,41+,42+/m1/s1
• InChI Key: VBUYDYFOLFVYET-YSGUZRDFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₂O₂₀
• Molecular Weight: 876.80 g/mol
• Exact Mass: 876.30519404 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 20
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

• CHEBI:84416
• Q27157743
• 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 2,3,5-tri-O-methyl-beta-D-xylofuranosyl-(1->4)-2,3-di-O-methyl-beta-D-xylopyranosyl-(1->4)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7626	76.26%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6986	69.86%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9486	94.86%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	+	0.5986	59.86%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.6210	62.10%
CYP2C9 inhibition	-	0.6545	65.45%
CYP2C19 inhibition	-	0.6248	62.48%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	-	0.8763	87.63%
CYP2C8 inhibition	+	0.7472	74.72%
CYP inhibitory promiscuity	+	0.5768	57.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5304	53.04%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.8295	82.95%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7554	75.54%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8192	81.92%
Acute Oral Toxicity (c)	III	0.6282	62.82%
Estrogen receptor binding	+	0.8330	83.30%
Androgen receptor binding	+	0.6910	69.10%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	+	0.7626	76.26%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.6095	60.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8504	85.04%

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	99.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.34%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	98.29%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.08%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.32%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.18%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.15%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.98%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.80%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.11%	97.28%
CHEMBL2535	P11166	Glucose transporter	85.07%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.67%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.04%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.75%	97.50%
CHEMBL1907	P15144	Aminopeptidase N	81.71%	93.31%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.83%	95.78%

Plants that contains it

• Cleistanthus collinus

Cross-Links

• PubChem: 86583369
• LOTUS: LTS0275009
• wikiData: Q27157743