16-Ethenyl-4,5-dihydroxy-15-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one

Details

• Internal ID: 746bcc60-85e8-41dc-b7eb-725d5d406cf6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 16-ethenyl-4,5-dihydroxy-15-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one
• SMILES (Canonical): C=CC1C2CC3C4=CC(=C(C=C4CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): C=CC1C2CC3C4=CC(=C(C=C4CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C24H29NO10/c1-2-11-13-6-15-12-7-17(28)16(27)5-10(12)3-4-25(15)22(32)14(13)9-33-23(11)35-24-21(31)20(30)19(29)18(8-26)34-24/h2,5,7,9,11,13,15,18-21,23-24,26-31H,1,3-4,6,8H2
• InChI Key: ODZVWJRTEQQVCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₉NO₁₀
• Molecular Weight: 491.50 g/mol
• Exact Mass: 491.17914612 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7014	70.14%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6210	62.10%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7085	70.85%
P-glycoprotein inhibitior	-	0.6492	64.92%
P-glycoprotein substrate	-	0.6146	61.46%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8435	84.35%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.8270	82.70%
CYP1A2 inhibition	-	0.6357	63.57%
CYP2C8 inhibition	+	0.4814	48.14%
CYP inhibitory promiscuity	-	0.8343	83.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.7616	76.16%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7667	76.67%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	+	0.5334	53.34%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	-	0.5133	51.33%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8488	84.88%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.46%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.92%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.03%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.93%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.75%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.82%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.10%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.04%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.91%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.98%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.78%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.74%	99.17%

Plants that contains it

• Alangium kurzii
• Alangium longiflorum
• Alangium platanifolium
• Alangium salviifolium
• Carapichea ipecacuanha

Cross-Links

• PubChem: 4491372
• LOTUS: LTS0128908
• wikiData: Q105190132