(1S,4S,5S,6R,9S,10R)-9-bromo-4-[[(1S,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl]-6-methyl-11-oxatricyclo[4.3.2.01,5]undecan-10-ol

Details

• Internal ID: 4eabf856-670f-444a-931e-3eedc42d007c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4S,5S,6R,9S,10R)-9-bromo-4-[[(1S,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl]-6-methyl-11-oxatricyclo[4.3.2.01,5]undecan-10-ol
• SMILES (Canonical): CC1(CC(CCC1Br)(CC2CCC34C2C(CCC3Br)(OC4O)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@@]3([C@@H]1[C@@H](CC3)C[C@]4(CC[C@@H](C(C4)(C)C)Br)O)[C@@H](O2)O)Br
• InChI: InChI=1S/C20H32Br2O3/c1-17(2)11-19(24,8-6-13(17)21)10-12-4-9-20-14(22)5-7-18(3,15(12)20)25-16(20)23/h12-16,23-24H,4-11H2,1-3H3/t12-,13-,14-,15+,16+,18+,19-,20-/m0/s1
• InChI Key: WDJJPAMUJVXVLI-DTJDKSQRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂Br₂O₃
• Molecular Weight: 480.30 g/mol
• Exact Mass: 480.06977 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.5431	54.31%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5287	52.87%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6709	67.09%
P-glycoprotein inhibitior	-	0.8196	81.96%
P-glycoprotein substrate	-	0.7581	75.81%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.7522	75.22%
CYP2C9 inhibition	-	0.7007	70.07%
CYP2C19 inhibition	-	0.7813	78.13%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	-	0.7049	70.49%
CYP inhibitory promiscuity	-	0.7518	75.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8472	84.72%
Carcinogenicity (trinary)	Non-required	0.5389	53.89%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9419	94.19%
Skin irritation	-	0.6358	63.58%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5666	56.66%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6024	60.24%
skin sensitisation	-	0.7639	76.39%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6586	65.86%
Acute Oral Toxicity (c)	III	0.5426	54.26%
Estrogen receptor binding	+	0.8327	83.27%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.6839	68.39%
Glucocorticoid receptor binding	+	0.7065	70.65%
Aromatase binding	+	0.6326	63.26%
PPAR gamma	-	0.5264	52.64%
Honey bee toxicity	-	0.8746	87.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	96.65%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.37%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.09%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.32%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.97%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.60%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.67%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.61%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189386
• LOTUS: LTS0259000
• wikiData: Q105302410