Spiro[5.5]undec-1-en-3-ol, 4,8-dibromo-9-chloro-1,5,5,9-tetramethyl-

Details

• Internal ID: 92721331-5fff-439b-85c9-ca1b3c7e5cf0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: 4,10-dibromo-9-chloro-1,5,5,9-tetramethylspiro[5.5]undec-1-en-3-ol
• SMILES (Canonical): CC1=CC(C(C(C12CCC(C(C2)Br)(C)Cl)(C)C)Br)O
• SMILES (Isomeric): CC1=CC(C(C(C12CCC(C(C2)Br)(C)Cl)(C)C)Br)O
• InChI: InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(17)13(2,3)15(9)6-5-14(4,18)11(16)8-15/h7,10-12,19H,5-6,8H2,1-4H3
• InChI Key: MUWVHMSGCVMDSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃Br₂ClO
• Molecular Weight: 414.60 g/mol
• Exact Mass: 413.97837 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Chamigrene a-9-ol/sp50112
• MUWVHMSGCVMDSW-UHFFFAOYSA-N
• Spiro[5.5]undec-1-en-3-ol, 4,8-dibromo-9-chloro-1,5,5,9-tetramethyl-
• NSC-611361
• Chamigran-7-en-9-ol, 2,10-dibromo-3-chloro-
• 4,10-dibromo-3-chloro-3,7,11,11-tetramethyl-spiro[5.5]undec-7-en-9-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6221	62.21%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4882	48.82%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7833	78.33%
P-glycoprotein inhibitior	-	0.9135	91.35%
P-glycoprotein substrate	-	0.8468	84.68%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7689	76.89%
CYP3A4 inhibition	-	0.8374	83.74%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.7264	72.64%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.8700	87.00%
CYP inhibitory promiscuity	-	0.7310	73.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8172	81.72%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.9304	93.04%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5621	56.21%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6055	60.55%
skin sensitisation	+	0.5995	59.95%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	III	0.6775	67.75%
Estrogen receptor binding	-	0.7492	74.92%
Androgen receptor binding	-	0.5939	59.39%
Thyroid receptor binding	-	0.5633	56.33%
Glucocorticoid receptor binding	-	0.5734	57.34%
Aromatase binding	-	0.5871	58.71%
PPAR gamma	-	0.6957	69.57%
Honey bee toxicity	-	0.8389	83.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.06%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.25%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.54%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL2039	P27338	Monoamine oxidase B	80.69%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.11%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 356216
• LOTUS: LTS0126967
• wikiData: Q105172788