(3R)-5-[(1R,6R)-6-bromo-2-[(3R)-3-hydroxy-3-methylpent-4-enyl]-1,3-dimethylcyclohex-3-en-1-yl]-2-methylpent-1-en-3-ol

Details

• Internal ID: cbb14db3-0675-4faf-bd31-1edbcd704f1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R)-5-[(1R,6R)-6-bromo-2-[(3R)-3-hydroxy-3-methylpent-4-enyl]-1,3-dimethylcyclohex-3-en-1-yl]-2-methylpent-1-en-3-ol
• InChI: InChI=1S/C20H33BrO2/c1-7-19(5,23)12-10-16-15(4)8-9-18(21)20(16,6)13-11-17(22)14(2)3/h7-8,16-18,22-23H,1-2,9-13H2,3-6H3/t16?,17-,18-,19+,20-/m1/s1
• InChI Key: UXNHALFPXFVTMG-MUKFEANQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃BrO₂
• Molecular Weight: 385.40 g/mol
• Exact Mass: 384.16639 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.5238	52.38%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5330	53.30%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6302	63.02%
P-glycoprotein inhibitior	-	0.8486	84.86%
P-glycoprotein substrate	-	0.5881	58.81%
CYP3A4 substrate	+	0.6208	62.08%
CYP2C9 substrate	-	0.7690	76.90%
CYP2D6 substrate	-	0.7732	77.32%
CYP3A4 inhibition	-	0.5330	53.30%
CYP2C9 inhibition	-	0.6703	67.03%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8241	82.41%
CYP2C8 inhibition	-	0.6805	68.05%
CYP inhibitory promiscuity	-	0.7053	70.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7473	74.73%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9654	96.54%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.6775	67.75%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6906	69.06%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6582	65.82%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6071	60.71%
Nephrotoxicity	+	0.5975	59.75%
Acute Oral Toxicity (c)	III	0.7866	78.66%
Estrogen receptor binding	+	0.5806	58.06%
Androgen receptor binding	-	0.5757	57.57%
Thyroid receptor binding	+	0.6656	66.56%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	97.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.94%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.58%	93.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.30%	90.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.63%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.03%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185701
• LOTUS: LTS0030937
• wikiData: Q105280928