Anhydrobarakol

Details

• Internal ID: 404f8072-72c4-402b-a326-8185bc4d19d5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 3,7-dimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),7,9-pentaen-11-one
• SMILES (Canonical): CC1=CC2=CC(=O)C=C3C2=C(O1)C=C(O3)C
• SMILES (Isomeric): CC1=CC2=CC(=O)C=C3C2=C(O1)C=C(O3)C
• InChI: InChI=1S/C13H10O3/c1-7-3-9-5-10(14)6-12-13(9)11(15-7)4-8(2)16-12/h3-6H,1-2H3
• InChI Key: XMBHPPIZLUISDL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₃
• Molecular Weight: 214.22 g/mol
• Exact Mass: 214.062994177 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL457050

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8228	82.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6657	66.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9643	96.43%
OATP1B3 inhibitior	+	0.9898	98.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7474	74.74%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	-	0.9378	93.78%
CYP3A4 substrate	-	0.6352	63.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	+	0.7018	70.18%
CYP2C9 inhibition	-	0.8651	86.51%
CYP2C19 inhibition	-	0.5779	57.79%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	+	0.9635	96.35%
CYP2C8 inhibition	-	0.9557	95.57%
CYP inhibitory promiscuity	-	0.6483	64.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9067	90.67%
Eye irritation	+	0.9269	92.69%
Skin irritation	+	0.6091	60.91%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5793	57.93%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	III	0.7390	73.90%
Estrogen receptor binding	-	0.5368	53.68%
Androgen receptor binding	+	0.6759	67.59%
Thyroid receptor binding	-	0.8018	80.18%
Glucocorticoid receptor binding	+	0.7342	73.42%
Aromatase binding	+	0.6049	60.49%
PPAR gamma	-	0.4874	48.74%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7524	75.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	91.73%	89.63%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.80%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.31%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.50%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.55%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.04%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	80.24%	83.82%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 14429408
• NPASS: NPC25038
• ChEMBL: CHEMBL457050
• LOTUS: LTS0083779
• wikiData: Q104401117