(1S,5R,7S,8S,10R,16R)-5-[(1S)-1-bromo-2-hydroxyethyl]-8,16-dihydroxy-1,5-dimethyltricyclo[8.6.0.02,7]hexadec-2-ene-11,15-dione

Details

• Internal ID: 309d07f6-827e-4ae9-9e47-440b5cb6e4f7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1S,5R,7S,8S,10R,16R)-5-[(1S)-1-bromo-2-hydroxyethyl]-8,16-dihydroxy-1,5-dimethyltricyclo[8.6.0.02,7]hexadec-2-ene-11,15-dione
• InChI: InChI=1S/C20H29BrO5/c1-19(17(21)10-22)7-6-12-11(9-19)16(25)8-13-14(23)4-3-5-15(24)18(26)20(12,13)2/h6,11,13,16-18,22,25-26H,3-5,7-10H2,1-2H3/t11-,13-,16-,17+,18-,19+,20+/m0/s1
• InChI Key: BXBRFJCICVSQSF-YOWBZOQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉BrO₅
• Molecular Weight: 429.30 g/mol
• Exact Mass: 428.11984 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.5881	58.81%
Blood Brain Barrier	+	0.5936	59.36%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8636	86.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6029	60.29%
BSEP inhibitior	+	0.6306	63.06%
P-glycoprotein inhibitior	-	0.8904	89.04%
P-glycoprotein substrate	-	0.6586	65.86%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	0.8326	83.26%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.6496	64.96%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.9202	92.02%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.9013	90.13%
CYP2C8 inhibition	-	0.8213	82.13%
CYP inhibitory promiscuity	-	0.8916	89.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9221	92.21%
Carcinogenicity (trinary)	Non-required	0.6747	67.47%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.5196	51.96%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5723	57.23%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5637	56.37%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8610	86.10%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.6749	67.49%
Androgen receptor binding	+	0.6044	60.44%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.8031	80.31%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	-	0.8383	83.83%
Honey bee toxicity	-	0.8158	81.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5215	52.15%
Fish aquatic toxicity	+	0.9924	99.24%

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	97.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.16%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.52%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	85.34%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.44%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12967309
• LOTUS: LTS0008610
• wikiData: Q104947850