2,10-Diburomo-3-chloro-alpha-chamigrene

Details

• Internal ID: e7f3d6f1-251b-4ab8-9bbb-7ee2a229ebef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (4S,6R,9S,10S)-4,10-dibromo-9-chloro-1,5,5,9-tetramethylspiro[5.5]undec-1-ene
• SMILES (Canonical): CC1=CCC(C(C12CCC(C(C2)Br)(C)Cl)(C)C)Br
• SMILES (Isomeric): CC1=CC[C@@H](C([C@@]12CC[C@]([C@H](C2)Br)(C)Cl)(C)C)Br
• InChI: InChI=1S/C15H23Br2Cl/c1-10-5-6-11(16)13(2,3)15(10)8-7-14(4,18)12(17)9-15/h5,11-12H,6-9H2,1-4H3/t11-,12-,14-,15+/m0/s1
• InChI Key: ZPXHDWNADVHCRP-NZBPQXDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃Br₂Cl
• Molecular Weight: 398.60 g/mol
• Exact Mass: 397.98345 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 0
• 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	+	0.9909	99.09%
Caco-2	+	0.7292	72.92%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Lysosomes	0.6676	66.76%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6314	63.14%
P-glycoprotein inhibitior	-	0.9249	92.49%
P-glycoprotein substrate	-	0.9063	90.63%
CYP3A4 substrate	+	0.5556	55.56%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.7149	71.49%
CYP2C19 inhibition	-	0.6595	65.95%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.8440	84.40%
CYP2C8 inhibition	-	0.8787	87.87%
CYP inhibitory promiscuity	-	0.5503	55.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7513	75.13%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9450	94.50%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6885	68.85%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5235	52.35%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6607	66.07%
skin sensitisation	+	0.6769	67.69%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6808	68.08%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	-	0.7213	72.13%
Androgen receptor binding	-	0.6349	63.49%
Thyroid receptor binding	-	0.5658	56.58%
Glucocorticoid receptor binding	-	0.5310	53.10%
Aromatase binding	-	0.5408	54.08%
PPAR gamma	-	0.6815	68.15%
Honey bee toxicity	-	0.7565	75.65%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
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	90.93%	92.51%
CHEMBL1937	Q92769	Histone deacetylase 2	88.94%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.12%	90.17%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.40%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.03%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.76%	97.25%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 100955279
• NPASS: NPC139788