(1S,2R,4R)-4-bromo-2-[2-[(2S,3R,6S)-3-bromo-6-ethenyl-2,6-dimethyloxan-2-yl]ethyl]-1,3,3-trimethylcyclohexan-1-ol

Details

• Internal ID: d0770bd7-d9e4-4bd9-8912-6ba7339b74ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,4R)-4-bromo-2-[2-[(2S,3R,6S)-3-bromo-6-ethenyl-2,6-dimethyloxan-2-yl]ethyl]-1,3,3-trimethylcyclohexan-1-ol
• SMILES (Canonical): CC1(C(CCC(C1CCC2(C(CCC(O2)(C)C=C)Br)C)(C)O)Br)C
• SMILES (Isomeric): C[C@]1(CC[C@H]([C@](O1)(C)CC[C@H]2[C@@](CC[C@H](C2(C)C)Br)(C)O)Br)C=C
• InChI: InChI=1S/C20H34Br2O2/c1-7-18(4)11-9-16(22)20(6,24-18)13-8-14-17(2,3)15(21)10-12-19(14,5)23/h7,14-16,23H,1,8-13H2,2-6H3/t14-,15-,16-,18-,19+,20+/m1/s1
• InChI Key: PDQDDLBSSJBQNO-QPIKJRODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄Br₂O₂
• Molecular Weight: 466.30 g/mol
• Exact Mass: 466.09051 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.5274	52.74%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6296	62.96%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6706	67.06%
P-glycoprotein inhibitior	-	0.7771	77.71%
P-glycoprotein substrate	-	0.8649	86.49%
CYP3A4 substrate	+	0.6215	62.15%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.7889	78.89%
CYP3A4 inhibition	-	0.5630	56.30%
CYP2C9 inhibition	-	0.6567	65.67%
CYP2C19 inhibition	-	0.6183	61.83%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	-	0.7672	76.72%
CYP inhibitory promiscuity	-	0.7834	78.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8399	83.99%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.6974	69.74%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6211	62.11%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5526	55.26%
skin sensitisation	-	0.5650	56.50%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7568	75.68%
Acute Oral Toxicity (c)	III	0.7422	74.22%
Estrogen receptor binding	+	0.7325	73.25%
Androgen receptor binding	-	0.5446	54.46%
Thyroid receptor binding	+	0.7335	73.35%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	+	0.6910	69.10%
PPAR gamma	+	0.5647	56.47%
Honey bee toxicity	-	0.8238	82.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	95.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.20%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.13%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12967312
• LOTUS: LTS0002045
• wikiData: Q105206680