Betulinan B

Details

• Internal ID: 01786335-1d88-4b68-a6ac-15c0d0eb90aa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 2-methoxy-3-phenyl-6H-benzo[c]chromene-1,4-dione
• SMILES (Canonical): COC1=C(C(=O)C2=C(C1=O)C3=CC=CC=C3CO2)C4=CC=CC=C4
• SMILES (Isomeric): COC1=C(C(=O)C2=C(C1=O)C3=CC=CC=C3CO2)C4=CC=CC=C4
• InChI: InChI=1S/C20H14O4/c1-23-19-15(12-7-3-2-4-8-12)17(21)20-16(18(19)22)14-10-6-5-9-13(14)11-24-20/h2-10H,11H2,1H3
• InChI Key: IIJJGBPPKPHWQB-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₄
• Molecular Weight: 318.30 g/mol
• Exact Mass: 318.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 184092-49-7
• 2-methoxy-3-phenyl-6H-benzo[c]chromene-1,4-dione
• CHEMBL467204
• 2-Methoxy-3-phenyl-1H-dibenzo(b,d)pyran-1,4(6H)-dione
• DTXSID50171537
• 1H-Dibenzo(b,d)pyran-1,4(6H)-dione, 2-methoxy-3-phenyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7711	77.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8846	88.46%
P-glycoprotein inhibitior	-	0.5199	51.99%
P-glycoprotein substrate	-	0.9170	91.70%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7799	77.99%
CYP3A4 inhibition	-	0.5459	54.59%
CYP2C9 inhibition	+	0.8643	86.43%
CYP2C19 inhibition	+	0.8746	87.46%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	+	0.8964	89.64%
CYP2C8 inhibition	-	0.9177	91.77%
CYP inhibitory promiscuity	+	0.9077	90.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6608	66.08%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.5139	51.39%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4240	42.40%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.7194	71.94%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7211	72.11%
Acute Oral Toxicity (c)	III	0.5416	54.16%
Estrogen receptor binding	+	0.9368	93.68%
Androgen receptor binding	+	0.6197	61.97%
Thyroid receptor binding	-	0.6135	61.35%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	-	0.5528	55.28%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	97.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.05%	86.33%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	91.59%	95.72%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.91%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.79%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.16%	97.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.58%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.54%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	81.48%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	80.69%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.54%	96.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.42%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3050396
• LOTUS: LTS0088428
• wikiData: Q77504706