Chrysoarticulin A

Details

• Internal ID: 73cfb9be-b5bf-4a5c-b6ac-c13009cc07a3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-3-[(2R)-butan-2-yl]-4,8-dihydroxy-5,7-dimethyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCC(C)C1C(C2=C(C(=C(C=C2C)C)O)C(=O)O1)O
• SMILES (Isomeric): CC[C@@H](C)[C@@H]1[C@H](C2=C(C(=C(C=C2C)C)O)C(=O)O1)O
• InChI: InChI=1S/C15H20O4/c1-5-7(2)14-13(17)10-8(3)6-9(4)12(16)11(10)15(18)19-14/h6-7,13-14,16-17H,5H2,1-4H3/t7-,13+,14-/m1/s1
• InChI Key: GFNHLBAMMYVPFE-IYCUSSIYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9039	90.39%
Caco-2	+	0.6480	64.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6137	61.37%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.7766	77.66%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8375	83.75%
P-glycoprotein inhibitior	-	0.8044	80.44%
P-glycoprotein substrate	-	0.8920	89.20%
CYP3A4 substrate	-	0.5572	55.72%
CYP2C9 substrate	+	0.6508	65.08%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9162	91.62%
CYP2C9 inhibition	+	0.6125	61.25%
CYP2C19 inhibition	-	0.7087	70.87%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	+	0.7600	76.00%
CYP2C8 inhibition	-	0.8599	85.99%
CYP inhibitory promiscuity	-	0.5798	57.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6175	61.75%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7819	78.19%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8037	80.37%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7874	78.74%
Acute Oral Toxicity (c)	II	0.3495	34.95%
Estrogen receptor binding	-	0.4863	48.63%
Androgen receptor binding	+	0.6080	60.80%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	-	0.5192	51.92%
Aromatase binding	-	0.7780	77.80%
PPAR gamma	-	0.5316	53.16%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9677	96.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.90%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.47%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.92%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	82.21%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.37%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.61%	93.65%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.15%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71725517
• LOTUS: LTS0057585
• wikiData: Q77368417