(1'S,2'R,3R)-2'-bromo-1-chloro-3',3',6-trimethyl-5'-methylidenespiro[7-oxabicyclo[4.1.0]heptane-3,4'-cyclohexane]-1'-ol

Details

• Internal ID: 62192e97-4c24-4cff-9980-03fb656beada
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1'S,2'R,3R)-2'-bromo-1-chloro-3',3',6-trimethyl-5'-methylidenespiro[7-oxabicyclo[4.1.0]heptane-3,4'-cyclohexane]-1'-ol
• SMILES (Canonical): CC1(C(C(CC(=C)C12CCC3(C(C2)(O3)Cl)C)O)Br)C
• SMILES (Isomeric): CC1([C@H]([C@H](CC(=C)[C@]12CCC3(C(C2)(O3)Cl)C)O)Br)C
• InChI: InChI=1S/C15H22BrClO2/c1-9-7-10(18)11(16)12(2,3)14(9)6-5-13(4)15(17,8-14)19-13/h10-11,18H,1,5-8H2,2-4H3/t10-,11-,13?,14+,15?/m0/s1
• InChI Key: QHRFNRBIVPGTIX-NDIPTEGCSA-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): 32.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.99
• 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	+	0.9929	99.29%
Caco-2	+	0.5286	52.86%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5551	55.51%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8529	85.29%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.5957	59.57%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	-	0.6939	69.39%
CYP2C9 inhibition	-	0.6426	64.26%
CYP2C19 inhibition	-	0.6451	64.51%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.7242	72.42%
CYP2C8 inhibition	-	0.7996	79.96%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7772	77.72%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8303	83.03%
Skin irritation	-	0.6236	62.36%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5723	57.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6114	61.14%
skin sensitisation	-	0.5994	59.94%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	-	0.7517	75.17%
Androgen receptor binding	+	0.6267	62.67%
Thyroid receptor binding	-	0.5519	55.19%
Glucocorticoid receptor binding	+	0.7774	77.74%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	-	0.7125	71.25%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	94.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.78%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.32%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.91%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.77%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189124
• LOTUS: LTS0100080
• wikiData: Q105221108