2-Methyl-2-(4-methylpent-3-enyl)chromene-6-carboxylic acid

Details

• Internal ID: c5ec7559-03b2-47f3-bc99-843cf0564876
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 2-methyl-2-(4-methylpent-3-enyl)chromene-6-carboxylic acid
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C=CC(=C2)C(=O)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C=CC2=C(O1)C=CC(=C2)C(=O)O)C)C
• InChI: InChI=1S/C17H20O3/c1-12(2)5-4-9-17(3)10-8-13-11-14(16(18)19)6-7-15(13)20-17/h5-8,10-11H,4,9H2,1-3H3,(H,18,19)
• InChI Key: SSDSHOBZYIWOHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.8325	83.25%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6098	60.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4537	45.37%
P-glycoprotein inhibitior	-	0.9073	90.73%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	-	0.5123	51.23%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.8065	80.65%
CYP2C9 inhibition	-	0.6418	64.18%
CYP2C19 inhibition	+	0.5540	55.40%
CYP2D6 inhibition	-	0.7349	73.49%
CYP1A2 inhibition	-	0.5315	53.15%
CYP2C8 inhibition	+	0.5220	52.20%
CYP inhibitory promiscuity	-	0.5896	58.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8318	83.18%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6862	68.62%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6977	69.77%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5141	51.41%
skin sensitisation	+	0.5504	55.04%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4812	48.12%
Acute Oral Toxicity (c)	III	0.6841	68.41%
Estrogen receptor binding	+	0.9227	92.27%
Androgen receptor binding	-	0.6922	69.22%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	-	0.5813	58.13%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7652	76.52%
Fish aquatic toxicity	+	0.9748	97.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.40%	87.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.42%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.58%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.96%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.21%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.66%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.48%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.47%	94.80%
CHEMBL3194	P02766	Transthyretin	80.85%	90.71%

Plants that contains it

• Piper lhotzkyanum

Cross-Links

• PubChem: 100926543
• LOTUS: LTS0168352
• wikiData: Q105259625