Scanlonenyne

Details

• Internal ID: c6e5ad47-a21b-441a-b66a-3868691f0527
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (Z)-1-[(2R,3R,5S,6R)-5-bromo-6-ethyl-3-hydroxyoxan-2-yl]oct-5-en-7-yn-2-one
• SMILES (Canonical): CCC1C(CC(C(O1)CC(=O)CCC=CC#C)O)Br
• SMILES (Isomeric): CC[C@@H]1[C@H](C[C@H]([C@H](O1)CC(=O)CC/C=C\C#C)O)Br
• InChI: InChI=1S/C15H21BrO3/c1-3-5-6-7-8-11(17)9-15-13(18)10-12(16)14(4-2)19-15/h1,5-6,12-15,18H,4,7-10H2,2H3/b6-5-/t12-,13+,14+,15+/m0/s1
• InChI Key: UGJHRFRUTHOGOT-XITYAHQXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₃
• Molecular Weight: 329.23 g/mol
• Exact Mass: 328.06741 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• (Z)-1-[(2R,3R,5S,6R)-5-bromo-6-ethyl-3-hydroxyoxan-2-yl]oct-5-en-7-yn-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.5606	56.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7334	73.34%
P-glycoprotein inhibitior	-	0.8852	88.52%
P-glycoprotein substrate	-	0.8215	82.15%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.6808	68.08%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	-	0.8073	80.73%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8177	81.77%
Carcinogenicity (trinary)	Non-required	0.4971	49.71%
Eye corrosion	-	0.9430	94.30%
Eye irritation	-	0.9856	98.56%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7589	75.89%
Micronuclear	-	0.8126	81.26%
Hepatotoxicity	-	0.5570	55.70%
skin sensitisation	-	0.6882	68.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.6996	69.96%
Androgen receptor binding	-	0.6703	67.03%
Thyroid receptor binding	-	0.5117	51.17%
Glucocorticoid receptor binding	+	0.7520	75.20%
Aromatase binding	-	0.6312	63.12%
PPAR gamma	-	0.5870	58.70%
Honey bee toxicity	-	0.9261	92.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8269	82.69%

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	96.98%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.80%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.85%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.28%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.26%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.35%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.27%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.27%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.65%	95.56%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 21601935
• NPASS: NPC60355
• LOTUS: LTS0076154
• wikiData: Q105272392