Granulosin

Details

• Internal ID: 4e18e0ae-bdc7-49aa-8771-85cff89f3f11
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 8-propyl-[1,3]dioxolo[4,5-h]chromen-6-one
• SMILES (Canonical): CCCC1=CC(=O)C2=C(O1)C3=C(C=C2)OCO3
• SMILES (Isomeric): CCCC1=CC(=O)C2=C(O1)C3=C(C=C2)OCO3
• InChI: InChI=1S/C13H12O4/c1-2-3-8-6-10(14)9-4-5-11-13(12(9)17-8)16-7-15-11/h4-6H,2-3,7H2,1H3
• InChI Key: ZLSMKNSRCLUQBA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 8-propyl-[1,3]dioxolo[4,5-h]chromen-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.9054	90.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5203	52.03%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.7277	72.77%
CYP3A4 substrate	-	0.5353	53.53%
CYP2C9 substrate	-	0.6200	62.00%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	+	0.6516	65.16%
CYP2C9 inhibition	+	0.6979	69.79%
CYP2C19 inhibition	+	0.8453	84.53%
CYP2D6 inhibition	-	0.5457	54.57%
CYP1A2 inhibition	+	0.8908	89.08%
CYP2C8 inhibition	-	0.8501	85.01%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4394	43.94%
Eye corrosion	-	0.9765	97.65%
Eye irritation	+	0.8388	83.88%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4788	47.88%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6814	68.14%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5302	53.02%
Acute Oral Toxicity (c)	III	0.7338	73.38%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.8535	85.35%
Thyroid receptor binding	-	0.6225	62.25%
Glucocorticoid receptor binding	+	0.6812	68.12%
Aromatase binding	+	0.5994	59.94%
PPAR gamma	+	0.5985	59.85%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9143	91.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.92%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.76%	94.80%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.87%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	84.56%	85.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.64%	92.62%
CHEMBL240	Q12809	HERG	80.85%	89.76%

Plants that contains it

• Angostura granulosa

Cross-Links

• PubChem: 10704719
• LOTUS: LTS0169011
• wikiData: Q105379135