[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(7-methoxy-2-oxo-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl)oxy]oxan-2-yl]methyl N-carbamoylcarbamate

Details

• Internal ID: 7d632c25-49f5-4162-b2d7-6b724391da6b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(7-methoxy-2-oxo-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl)oxy]oxan-2-yl]methyl N-carbamoylcarbamate
• SMILES (Canonical): COC1=C(C2=C(C=CC3=C2C(=C1)COC3=O)C4=CC=CC=C4)OC5C(C(C(C(O5)COC(=O)NC(=O)N)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=CC3=C2C(=C1)COC3=O)C4=CC=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)NC(=O)N)O)O)O
• InChI: InChI=1S/C27H26N2O11/c1-36-16-9-13-10-37-24(33)15-8-7-14(12-5-3-2-4-6-12)19(18(13)15)23(16)40-25-22(32)21(31)20(30)17(39-25)11-38-27(35)29-26(28)34/h2-9,17,20-22,25,30-32H,10-11H2,1H3,(H3,28,29,34,35)/t17-,20-,21+,22-,25+/m1/s1
• InChI Key: PQDBGWUPROQGSM-FHBCLOHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆N₂O₁₁
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.15365965 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5099	50.99%
OATP2B1 inhibitior	-	0.7095	70.95%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9684	96.84%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.5239	52.39%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.7753	77.53%
CYP2C19 inhibition	-	0.7286	72.86%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	-	0.7034	70.34%
CYP2C8 inhibition	+	0.6833	68.33%
CYP inhibitory promiscuity	-	0.9004	90.04%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9620	96.20%
Skin irritation	-	0.8196	81.96%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6109	61.09%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8386	83.86%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	+	0.7802	78.02%
Androgen receptor binding	+	0.7041	70.41%
Thyroid receptor binding	-	0.5375	53.75%
Glucocorticoid receptor binding	+	0.7642	76.42%
Aromatase binding	+	0.5345	53.45%
PPAR gamma	+	0.6947	69.47%
Honey bee toxicity	-	0.7682	76.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.6406	64.06%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.87%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	98.66%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.47%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.41%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.68%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	87.63%	98.21%
CHEMBL5028	O14672	ADAM10	85.27%	97.50%
CHEMBL2535	P11166	Glucose transporter	83.89%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.00%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.41%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.41%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.13%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.12%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.84%	95.50%

Plants that contains it

• Wachendorfia thyrsiflora
• Xiphidium caeruleum

Cross-Links

• PubChem: 10886176
• LOTUS: LTS0035466
• wikiData: Q105213179