Isonigirpexin C

Details

• Internal ID: 2ca6d48d-8dd0-4109-a7bf-30bec72eae32
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: (3S,6R,7S)-6,7-dihydroxy-7-methyl-3-penta-1,3-dienyl-3,4,5,6-tetrahydro-1H-isochromen-8-one
• SMILES (Canonical): CC=CC=CC1CC2=C(CO1)C(=O)C(C(C2)O)(C)O
• SMILES (Isomeric): CC=CC=C[C@@H]1CC2=C(CO1)C(=O)[C@@]([C@@H](C2)O)(C)O
• InChI: InChI=1S/C15H20O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-6,11,13,16,18H,7-9H2,1-2H3/t11-,13-,15+/m1/s1
• InChI Key: YULGBWALIANZCW-KYOSRNDESA-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: 0.40
• Atomic LogP (AlogP): 1.29
• 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	+	0.9700	97.00%
Caco-2	+	0.5359	53.59%
Blood Brain Barrier	-	0.6822	68.22%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9552	95.52%
BSEP inhibitior	-	0.7202	72.02%
P-glycoprotein inhibitior	-	0.9557	95.57%
P-glycoprotein substrate	-	0.7861	78.61%
CYP3A4 substrate	+	0.5641	56.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.8472	84.72%
CYP1A2 inhibition	-	0.6499	64.99%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7239	72.39%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6543	65.43%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6347	63.47%
Acute Oral Toxicity (c)	III	0.5055	50.55%
Estrogen receptor binding	+	0.5564	55.64%
Androgen receptor binding	-	0.6025	60.25%
Thyroid receptor binding	-	0.5773	57.73%
Glucocorticoid receptor binding	+	0.6399	63.99%
Aromatase binding	-	0.6652	66.52%
PPAR gamma	+	0.5613	56.13%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8806	88.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.63%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.14%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.97%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.26%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.58%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.75%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.02%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682806
• LOTUS: LTS0155007
• wikiData: Q105363341