(+)-Bruguierol C

Details

• Internal ID: cec0b0d4-c62e-4615-bfb0-f21d0baa4b86
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1S,9R)-1-methyl-12-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-3,5-diol
• SMILES (Canonical): CC12CCC(O1)CC3=C2C(=CC(=C3)O)O
• SMILES (Isomeric): C[C@@]12CC[C@@H](O1)CC3=C2C(=CC(=C3)O)O
• InChI: InChI=1S/C12H14O3/c1-12-3-2-9(15-12)5-7-4-8(13)6-10(14)11(7)12/h4,6,9,13-14H,2-3,5H2,1H3/t9-,12+/m1/s1
• InChI Key: NPBAXCRDRPTPBM-SKDRFNHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.9011	90.11%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5643	56.43%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9897	98.97%
P-glycoprotein substrate	-	0.8466	84.66%
CYP3A4 substrate	+	0.5646	56.46%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.3828	38.28%
CYP3A4 inhibition	-	0.8445	84.45%
CYP2C9 inhibition	-	0.7417	74.17%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	+	0.5506	55.06%
CYP2C8 inhibition	+	0.6971	69.71%
CYP inhibitory promiscuity	-	0.6424	64.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.7951	79.51%
Skin irritation	-	0.6445	64.45%
Skin corrosion	-	0.8814	88.14%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5916	59.16%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6257	62.57%
Acute Oral Toxicity (c)	III	0.6342	63.42%
Estrogen receptor binding	-	0.6715	67.15%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	+	0.5298	52.98%
Glucocorticoid receptor binding	-	0.6587	65.87%
Aromatase binding	-	0.8970	89.70%
PPAR gamma	-	0.5910	59.10%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9349	93.49%

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	98.67%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.11%	92.94%
CHEMBL233	P35372	Mu opioid receptor	91.24%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL301	P24941	Cyclin-dependent kinase 2	90.22%	91.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.85%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.53%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	88.04%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.60%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.41%	99.18%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.05%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%

Plants that contains it

• Aegiceras corniculatum
• Ajuga integrifolia
• Allium multibulbosum
• Arbutus menziesii
• Bruguiera gymnorhiza
• Cinnamosma madagascariensis
• Echiochilon pauciflorum
• Helichrysum nudifolium
• Hypoxis nyasica
• Isoberlinia angolensis
• Macaranga sinensis
• Mirabilis jalapa
• Nicoteba betonica
• Otostegia fruticosa
• Paranephelius uniflorus
• Rhododendron aureum
• Seriphidium lessingianum
• Sonneratia alba
• Tephroseris integrifolia
• Terminalia tetraphylla
• Teucrium orientale
• Veltheimia capensis
• Xylopia aethiopica

Cross-Links

• PubChem: 17752611
• NPASS: NPC68267
• LOTUS: LTS0218881
• wikiData: Q105182945