(1R,1'S,5R,6S)-3-bromo-3'-(hydroxymethyl)-4,4,6-trimethylspiro[7-oxabicyclo[4.1.0]hept-2-ene-5,6'-cyclohex-3-ene]-1'-ol

Details

• Internal ID: d22863b7-e11b-428d-8851-322a7d1d1dce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,1'S,5R,6S)-3-bromo-3'-(hydroxymethyl)-4,4,6-trimethylspiro[7-oxabicyclo[4.1.0]hept-2-ene-5,6'-cyclohex-3-ene]-1'-ol
• InChI: InChI=1S/C15H21BrO3/c1-13(2)10(16)7-12-14(3,19-12)15(13)5-4-9(8-17)6-11(15)18/h4,7,11-12,17-18H,5-6,8H2,1-3H3/t11-,12+,14+,15-/m0/s1
• InChI Key: IJYSVNRFKATPET-MXYBEHONSA-N
• Popularity: 2 references 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): 53.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.5463	54.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4927	49.27%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8769	87.69%
P-glycoprotein inhibitior	-	0.9416	94.16%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.5735	57.35%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.7531	75.31%
CYP3A4 inhibition	-	0.8274	82.74%
CYP2C9 inhibition	-	0.6877	68.77%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	-	0.6541	65.41%
CYP inhibitory promiscuity	-	0.6068	60.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8685	86.85%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6306	63.06%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.7164	71.64%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4663	46.63%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	-	0.5626	56.26%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	-	0.4910	49.10%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9589	95.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.52%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	88.28%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.98%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	84.37%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.16%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21773248
• LOTUS: LTS0105911
• wikiData: Q105114231