Arundinone A

Details

• Internal ID: d0b6dd9a-ebf9-4e2b-8a0f-8b24ca49e388
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: [(3R)-8-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-5-yl]methyl acetate
• InChI: InChI=1S/C14H16O5/c1-8-6-11-10(7-18-9(2)15)4-5-12(17-3)13(11)14(16)19-8/h4-5,8H,6-7H2,1-3H3/t8-/m1/s1
• InChI Key: BNLIPZURMXLZCY-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• ((3R)-8-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-5-yl)methyl acetate
• [(3R)-8-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-5-yl]methyl acetate
• RefChem:114388
• CHEBI:212906

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.7271	72.71%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7307	73.07%
P-glycoprotein inhibitior	-	0.8701	87.01%
P-glycoprotein substrate	-	0.8076	80.76%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.7941	79.41%
CYP2C9 inhibition	-	0.6590	65.90%
CYP2C19 inhibition	+	0.5115	51.15%
CYP2D6 inhibition	-	0.8539	85.39%
CYP1A2 inhibition	+	0.8045	80.45%
CYP2C8 inhibition	-	0.6973	69.73%
CYP inhibitory promiscuity	-	0.6052	60.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.5439	54.39%
Skin irritation	-	0.8793	87.93%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4001	40.01%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.6377	63.77%
Estrogen receptor binding	+	0.5922	59.22%
Androgen receptor binding	+	0.5869	58.69%
Thyroid receptor binding	-	0.7574	75.74%
Glucocorticoid receptor binding	-	0.5841	58.41%
Aromatase binding	-	0.7421	74.21%
PPAR gamma	-	0.4844	48.44%
Honey bee toxicity	-	0.8410	84.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.90%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.90%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.11%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.69%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.46%	97.09%

Plants that contains it

• Isodon pharicus

Cross-Links

• PubChem: 71524404
• NPASS: NPC49733
• LOTUS: LTS0084456
• wikiData: Q77494977