2,10-Dibromo-3-hydroxy-alpha-chamigrene

Details

• Internal ID: 3358bec9-e031-4ab3-ad3e-f2a41b3ab0d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (4S,6R,9R,10R)-4,10-dibromo-1,5,5,9-tetramethylspiro[5.5]undec-1-en-9-ol
• SMILES (Canonical): CC1=CCC(C(C12CCC(C(C2)Br)(C)O)(C)C)Br
• SMILES (Isomeric): CC1=CC[C@@H](C([C@@]12CC[C@@]([C@@H](C2)Br)(C)O)(C)C)Br
• InChI: InChI=1S/C15H24Br2O/c1-10-5-6-11(16)13(2,3)15(10)8-7-14(4,18)12(17)9-15/h5,11-12,18H,6-9H2,1-4H3/t11-,12+,14+,15+/m0/s1
• InChI Key: LKZVLPVFTMUQRT-CTHBEMJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄Br₂O
• Molecular Weight: 380.16 g/mol
• Exact Mass: 380.01734 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 1
• 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	+	0.9963	99.63%
Caco-2	+	0.7585	75.85%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4967	49.67%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9409	94.09%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5680	56.80%
P-glycoprotein inhibitior	-	0.9432	94.32%
P-glycoprotein substrate	-	0.9142	91.42%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	-	0.7910	79.10%
CYP3A4 inhibition	-	0.8448	84.48%
CYP2C9 inhibition	-	0.7105	71.05%
CYP2C19 inhibition	-	0.8464	84.64%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	-	0.9213	92.13%
CYP inhibitory promiscuity	-	0.8386	83.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8772	87.72%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8322	83.22%
Skin irritation	+	0.5269	52.69%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6149	61.49%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6485	64.85%
skin sensitisation	+	0.5891	58.91%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5824	58.24%
Acute Oral Toxicity (c)	III	0.6409	64.09%
Estrogen receptor binding	-	0.7207	72.07%
Androgen receptor binding	-	0.6335	63.35%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	-	0.4946	49.46%
Aromatase binding	-	0.6533	65.33%
PPAR gamma	-	0.7594	75.94%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.14%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.30%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.99%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.20%	97.25%
CHEMBL1871	P10275	Androgen Receptor	82.01%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.99%	97.09%

Plants that contains it

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

Cross-Links

• PubChem: 101356858
• NPASS: NPC270028
• LOTUS: LTS0238651
• wikiData: Q105153374