(1S,3S,4R,6S,8S,9R)-3-bromo-4-chloro-4,12,12-trimethyl-11-methylidene-7-oxatricyclo[6.3.1.01,6]dodecan-9-ol

Details

• Internal ID: 7eedc4ab-5e02-4d6a-9879-3d03c4d9fbf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1S,3S,4R,6S,8S,9R)-3-bromo-4-chloro-4,12,12-trimethyl-11-methylidene-7-oxatricyclo[6.3.1.01,6]dodecan-9-ol
• SMILES (Canonical): CC1(C2C(CC(=C)C13CC(C(CC3O2)(C)Cl)Br)O)C
• SMILES (Isomeric): C[C@]1(C[C@H]2[C@@]3(C[C@@H]1Br)C(=C)C[C@H]([C@H](C3(C)C)O2)O)Cl
• InChI: InChI=1S/C15H22BrClO2/c1-8-5-9(18)12-13(2,3)15(8)6-10(16)14(4,17)7-11(15)19-12/h9-12,18H,1,5-7H2,2-4H3/t9-,10+,11+,12-,14-,15-/m1/s1
• InChI Key: CVIAYTVVVURFBO-ZLSAFIHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂BrClO₂
• Molecular Weight: 349.69 g/mol
• Exact Mass: 348.04917 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	-	0.5951	59.51%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5367	53.67%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9342	93.42%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.8086	80.86%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.7580	75.80%
CYP3A4 inhibition	-	0.6293	62.93%
CYP2C9 inhibition	-	0.7533	75.33%
CYP2C19 inhibition	-	0.6778	67.78%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.7439	74.39%
CYP2C8 inhibition	-	0.9120	91.20%
CYP inhibitory promiscuity	-	0.6392	63.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7588	75.88%
Carcinogenicity (trinary)	Non-required	0.4769	47.69%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.6271	62.71%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6089	60.89%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5164	51.64%
skin sensitisation	-	0.6348	63.48%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8685	86.85%
Acute Oral Toxicity (c)	III	0.4647	46.47%
Estrogen receptor binding	+	0.5491	54.91%
Androgen receptor binding	-	0.5096	50.96%
Thyroid receptor binding	+	0.5896	58.96%
Glucocorticoid receptor binding	+	0.5978	59.78%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	-	0.6282	62.82%
Honey bee toxicity	-	0.7859	78.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	95.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.04%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.04%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.28%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.23%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.63%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192908
• LOTUS: LTS0271460
• wikiData: Q104970745