(1R,3S,5R)-5-bromo-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-4,4-dimethyl-2-methylidenecyclohexan-1-ol

Details

• Internal ID: 5e5a4383-3d9c-41a4-b438-4f60816ca835
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3S,5R)-5-bromo-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-4,4-dimethyl-2-methylidenecyclohexan-1-ol
• InChI: InChI=1S/C15H25BrO2/c1-6-15(5,18)8-7-11-10(2)12(17)9-13(16)14(11,3)4/h6,11-13,17-18H,1-2,7-9H2,3-5H3/t11-,12+,13+,15+/m0/s1
• InChI Key: IZWGWCHZYVMDQK-KYEXWDHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₅BrO₂
• Molecular Weight: 317.26 g/mol
• Exact Mass: 316.10379 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.5206	52.06%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5899	58.99%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8228	82.28%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6835	68.35%
P-glycoprotein inhibitior	-	0.9190	91.90%
P-glycoprotein substrate	-	0.7875	78.75%
CYP3A4 substrate	+	0.5755	57.55%
CYP2C9 substrate	-	0.7690	76.90%
CYP2D6 substrate	-	0.7732	77.32%
CYP3A4 inhibition	-	0.6650	66.50%
CYP2C9 inhibition	-	0.6924	69.24%
CYP2C19 inhibition	-	0.7118	71.18%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	-	0.7639	76.39%
CYP inhibitory promiscuity	-	0.6315	63.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7922	79.22%
Carcinogenicity (trinary)	Non-required	0.6284	62.84%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.5937	59.37%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5405	54.05%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.6301	63.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4555	45.55%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	-	0.5095	50.95%
Androgen receptor binding	-	0.5953	59.53%
Thyroid receptor binding	-	0.6212	62.12%
Glucocorticoid receptor binding	+	0.5880	58.80%
Aromatase binding	-	0.6340	63.40%
PPAR gamma	-	0.5795	57.95%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	91.55%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.94%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	87.95%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.37%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.36%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	85.92%	99.43%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.70%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.42%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.25%	100.00%
CHEMBL1871	P10275	Androgen Receptor	81.01%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	80.74%	90.17%

Plants that contains it

• Alstonia scholaris

Cross-Links

• PubChem: 162894765
• LOTUS: LTS0056275
• wikiData: Q105154117