(2R,3R,4aS,6R,7R,8aS)-3,7-dibromo-6-ethyl-2-pent-2-en-4-ynyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran

Details

• Internal ID: 0ee35395-39bc-4120-87cc-e71eb2a4be3f
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (2R,3R,4aS,6R,7R,8aS)-3,7-dibromo-6-ethyl-2-pent-2-en-4-ynyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran
• SMILES (Canonical): CCC1C(CC2C(O1)CC(C(O2)CC=CC#C)Br)Br
• SMILES (Isomeric): CC[C@@H]1[C@@H](C[C@H]2[C@@H](O1)C[C@H]([C@H](O2)CC=CC#C)Br)Br
• InChI: InChI=1S/C15H20Br2O2/c1-3-5-6-7-13-11(17)9-14-15(19-13)8-10(16)12(4-2)18-14/h1,5-6,10-15H,4,7-9H2,2H3/t10-,11-,12-,13-,14+,15+/m1/s1
• InChI Key: ONEBNODSYJNGPV-MBIARJLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀Br₂O₂
• Molecular Weight: 392.13 g/mol
• Exact Mass: 391.98096 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.5906	59.06%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.3501	35.01%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8930	89.30%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	-	0.9043	90.43%
CYP3A4 substrate	-	0.5466	54.66%
CYP2C9 substrate	+	0.6083	60.83%
CYP2D6 substrate	-	0.7668	76.68%
CYP3A4 inhibition	-	0.7630	76.30%
CYP2C9 inhibition	-	0.5634	56.34%
CYP2C19 inhibition	+	0.5720	57.20%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	+	0.5112	51.12%
CYP2C8 inhibition	-	0.8845	88.45%
CYP inhibitory promiscuity	+	0.7838	78.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7429	74.29%
Carcinogenicity (trinary)	Non-required	0.4859	48.59%
Eye corrosion	-	0.9305	93.05%
Eye irritation	-	0.9868	98.68%
Skin irritation	-	0.6642	66.42%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5867	58.67%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5840	58.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5465	54.65%
Estrogen receptor binding	+	0.5820	58.20%
Androgen receptor binding	-	0.6228	62.28%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	+	0.6974	69.74%
Aromatase binding	-	0.5073	50.73%
PPAR gamma	-	0.5956	59.56%
Honey bee toxicity	-	0.8758	87.58%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9433	94.33%

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	95.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.24%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.19%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	80.45%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163076736
• LOTUS: LTS0240493
• wikiData: Q105194623