(-)-Isolonchocarpin

Details

• Internal ID: 2c3538ec-5b00-4e5a-b3db-9ed14cef56b3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-f]chromen-4-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OC(CC3=O)C4=CC=CC=C4)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OC(CC3=O)C4=CC=CC=C4)C
• InChI: InChI=1S/C20H18O3/c1-20(2)11-10-15-17(23-20)9-8-14-16(21)12-18(22-19(14)15)13-6-4-3-5-7-13/h3-11,18H,12H2,1-2H3
• InChI Key: GJRSGESHUAFWMY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL3401061
• LMPK12140015

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8455	84.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8442	84.42%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9873	98.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8656	86.56%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8162	81.62%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7486	74.86%
CYP3A4 inhibition	+	0.5620	56.20%
CYP2C9 inhibition	+	0.7611	76.11%
CYP2C19 inhibition	+	0.8417	84.17%
CYP2D6 inhibition	-	0.8296	82.96%
CYP1A2 inhibition	+	0.5508	55.08%
CYP2C8 inhibition	-	0.7603	76.03%
CYP inhibitory promiscuity	+	0.6967	69.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5039	50.39%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.7443	74.43%
Skin irritation	-	0.7177	71.77%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7478	74.78%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.6383	63.83%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.6415	64.15%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	+	0.7160	71.60%
Glucocorticoid receptor binding	+	0.7614	76.14%
Aromatase binding	+	0.5374	53.74%
PPAR gamma	+	0.6992	69.92%
Honey bee toxicity	-	0.8360	83.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9421	94.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.32%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.58%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	87.21%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.92%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.74%	97.14%

Plants that contains it

• Dahlstedtia pinnata
• Millettia pulchra
• Pongamia pinnata
• Tephrosia purpurea

Cross-Links

• PubChem: 12311091
• LOTUS: LTS0108995
• wikiData: Q105009540