trans-Deacetylkumausyne

Details

• Internal ID: d4689905-c818-4bbd-b70b-23fe55fed455
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2R,3R,5R)-5-[(E,1R)-1-bromohex-3-enyl]-2-[(E)-pent-2-en-4-ynyl]oxolan-3-ol
• SMILES (Canonical): CCC=CCC(C1CC(C(O1)CC=CC#C)O)Br
• SMILES (Isomeric): CC/C=C/C[C@H]([C@H]1C[C@H]([C@H](O1)C/C=C/C#C)O)Br
• InChI: InChI=1S/C15H21BrO2/c1-3-5-7-9-12(16)15-11-13(17)14(18-15)10-8-6-4-2/h2,5-8,12-15,17H,3,9-11H2,1H3/b7-5+,8-6+/t12-,13-,14-,15-/m1/s1
• InChI Key: RMJPNJYVWXJAHL-ZZBMQANISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₂
• Molecular Weight: 313.23 g/mol
• Exact Mass: 312.07249 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• (2R)-2alpha-[(E)-2-Pentene-4-ynyl]-5alpha-[(R)-1-bromo-3-hexenyl]tetrahydrofuran-3alpha-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.6372	63.72%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4879	48.79%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8438	84.38%
P-glycoprotein inhibitior	-	0.8874	88.74%
P-glycoprotein substrate	-	0.8181	81.81%
CYP3A4 substrate	+	0.5135	51.35%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7916	79.16%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.7596	75.96%
CYP2C19 inhibition	-	0.5825	58.25%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.7003	70.03%
CYP2C8 inhibition	-	0.8296	82.96%
CYP inhibitory promiscuity	-	0.5609	56.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7633	76.33%
Carcinogenicity (trinary)	Danger	0.4900	49.00%
Eye corrosion	-	0.9207	92.07%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.5670	56.70%
Skin corrosion	-	0.8037	80.37%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4069	40.69%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	-	0.5762	57.62%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7436	74.36%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.7254	72.54%
Androgen receptor binding	-	0.7077	70.77%
Thyroid receptor binding	-	0.5255	52.55%
Glucocorticoid receptor binding	-	0.4780	47.80%
Aromatase binding	-	0.7118	71.18%
PPAR gamma	+	0.5350	53.50%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7807	78.07%

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	95.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.60%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.04%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.82%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	87.06%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.21%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.81%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 11758790
• NPASS: NPC160525
• LOTUS: LTS0248408
• wikiData: Q105240824