(1R,1'S,2'S,5R,6S)-2',3-dibromo-1'-chloro-1',4,4,6-tetramethylspiro[7-oxabicyclo[4.1.0]hept-2-ene-5,4'-cyclohexane]

Details

• Internal ID: 06ae4bef-f66d-472a-ad64-da41eb9deac8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,1'S,2'S,5R,6S)-2',3-dibromo-1'-chloro-1',4,4,6-tetramethylspiro[7-oxabicyclo[4.1.0]hept-2-ene-5,4'-cyclohexane]
• SMILES (Canonical): CC1(C(=CC2C(C13CCC(C(C3)Br)(C)Cl)(O2)C)Br)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C[C@@H]1Br)[C@]3([C@H](O3)C=C(C2(C)C)Br)C)Cl
• InChI: InChI=1S/C15H21Br2ClO/c1-12(2)9(16)7-11-14(4,19-11)15(12)6-5-13(3,18)10(17)8-15/h7,10-11H,5-6,8H2,1-4H3/t10-,11+,13-,14+,15+/m0/s1
• InChI Key: LCVJEYNJCXTRIQ-WPTOEGHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁Br₂ClO
• Molecular Weight: 412.59 g/mol
• Exact Mass: 411.96272 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.39
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7025	70.25%
Blood Brain Barrier	+	0.8521	85.21%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5827	58.27%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7395	73.95%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.9344	93.44%
CYP2C9 inhibition	-	0.5567	55.67%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8930	89.30%
CYP1A2 inhibition	-	0.6323	63.23%
CYP2C8 inhibition	-	0.8109	81.09%
CYP inhibitory promiscuity	-	0.5994	59.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7223	72.23%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9569	95.69%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.6410	64.10%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6529	65.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.5306	53.06%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.5591	55.91%
Estrogen receptor binding	+	0.5288	52.88%
Androgen receptor binding	-	0.5513	55.13%
Thyroid receptor binding	+	0.5698	56.98%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	+	0.6182	61.82%
PPAR gamma	+	0.5285	52.85%
Honey bee toxicity	-	0.6268	62.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
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
CHEMBL2039	P27338	Monoamine oxidase B	96.09%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.10%	86.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.77%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.62%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.92%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.24%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.97%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.90%	85.30%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.57%	92.29%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 14371607
• NPASS: NPC149115
• LOTUS: LTS0161025
• wikiData: Q105150019