Bruguierol A

Details

• Internal ID: b787f7da-e502-43e8-914c-d61b609d710e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1R,9S)-1-methyl-12-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-5-ol
• SMILES (Canonical): CC12CCC(O1)CC3=C2C=CC(=C3)O
• SMILES (Isomeric): C[C@]12CC[C@H](O1)CC3=C2C=CC(=C3)O
• InChI: InChI=1S/C12H14O2/c1-12-5-4-10(14-12)7-8-6-9(13)2-3-11(8)12/h2-3,6,10,13H,4-5,7H2,1H3/t10-,12+/m0/s1
• InChI Key: ZQFOIAZVGMJWKM-CMPLNLGQSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1R,9S)-1-Methyl-12-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.9476	94.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6027	60.27%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9609	96.09%
P-glycoprotein inhibitior	-	0.9931	99.31%
P-glycoprotein substrate	-	0.6555	65.55%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.3828	38.28%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.8326	83.26%
CYP2C19 inhibition	-	0.6188	61.88%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	+	0.5768	57.68%
CYP2C8 inhibition	+	0.7195	71.95%
CYP inhibitory promiscuity	-	0.8273	82.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4476	44.76%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.6471	64.71%
Skin irritation	-	0.6063	60.63%
Skin corrosion	-	0.8920	89.20%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5687	56.87%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7697	76.97%
Acute Oral Toxicity (c)	III	0.7642	76.42%
Estrogen receptor binding	-	0.7901	79.01%
Androgen receptor binding	+	0.5551	55.51%
Thyroid receptor binding	-	0.5981	59.81%
Glucocorticoid receptor binding	-	0.7349	73.49%
Aromatase binding	-	0.8111	81.11%
PPAR gamma	-	0.7053	70.53%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9278	92.78%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL301	P24941	Cyclin-dependent kinase 2	88.56%	91.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.00%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.90%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	86.27%	95.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.58%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL233	P35372	Mu opioid receptor	85.07%	97.93%
CHEMBL242	Q92731	Estrogen receptor beta	84.65%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.28%	95.89%
CHEMBL236	P41143	Delta opioid receptor	82.89%	99.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.25%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.51%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.09%	85.00%

Plants that contains it

• Bruguiera gymnorhiza

Cross-Links

• PubChem: 24746051
• NPASS: NPC68745