(2R,3aR,5S,7S,8R,9aR)-7-bromo-5-[(1S)-1-bromopropyl]-2-[(1R)-1-bromoprop-2-ynyl]-3,3a,5,6,7,8,9,9a-octahydro-2H-furo[3,2-b]oxocin-8-ol

Details

• Internal ID: 738c8382-341b-4740-9f17-342d371ae02a
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,3aR,5S,7S,8R,9aR)-7-bromo-5-[(1S)-1-bromopropyl]-2-[(1R)-1-bromoprop-2-ynyl]-3,3a,5,6,7,8,9,9a-octahydro-2H-furo[3,2-b]oxocin-8-ol
• SMILES (Canonical): CCC(C1CC(C(CC2C(O1)CC(O2)C(C#C)Br)O)Br)Br
• SMILES (Isomeric): CC[C@@H]([C@@H]1C[C@@H]([C@@H](C[C@@H]2[C@H](O1)C[C@@H](O2)[C@@H](C#C)Br)O)Br)Br
• InChI: InChI=1S/C15H21Br3O3/c1-3-8(16)12-5-10(18)11(19)6-14-15(20-12)7-13(21-14)9(17)4-2/h2,8-15,19H,3,5-7H2,1H3/t8-,9+,10-,11+,12-,13+,14+,15+/m0/s1
• InChI Key: CYCQRZMWRXZOJA-ZMOOXVQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁Br₃O₃
• Molecular Weight: 489.00 g/mol
• Exact Mass: 487.90203 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.7425	74.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5311	53.11%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8960	89.60%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.7604	76.04%
CYP3A4 substrate	+	0.5368	53.68%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.7159	71.59%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.7524	75.24%
CYP2C19 inhibition	-	0.6355	63.55%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.6805	68.05%
CYP2C8 inhibition	-	0.8952	89.52%
CYP inhibitory promiscuity	-	0.7454	74.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8271	82.71%
Carcinogenicity (trinary)	Danger	0.4717	47.17%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.9817	98.17%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7039	70.39%
Micronuclear	-	0.7067	70.67%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	+	0.5566	55.66%
Androgen receptor binding	-	0.6669	66.69%
Thyroid receptor binding	+	0.7138	71.38%
Glucocorticoid receptor binding	+	0.6012	60.12%
Aromatase binding	+	0.6819	68.19%
PPAR gamma	+	0.5694	56.94%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7646	76.46%

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	98.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.50%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.03%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.16%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.38%	97.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.88%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.00%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.24%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.05%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162852816
• LOTUS: LTS0122190
• wikiData: Q104972251