Lachnone E

Details

• Internal ID: 6dd43137-4ea2-4b68-abd2-d9244770a90a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2S,3R)-3,5-dihydroxy-7-(hydroxymethyl)-2-methyl-2-[(2S)-5-oxooxolan-2-yl]-3-(2-oxopropyl)chromen-4-one
• InChI: InChI=1S/C18H20O8/c1-9(20)7-18(24)16(23)15-11(21)5-10(8-19)6-12(15)26-17(18,2)13-3-4-14(22)25-13/h5-6,13,19,21,24H,3-4,7-8H2,1-2H3/t13-,17-,18-/m0/s1
• InChI Key: HOIRMAMFSJXDHK-KKXDTOCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₈
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.11581759 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL496849

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9385	93.85%
Caco-2	-	0.6248	62.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5920	59.20%
P-glycoprotein inhibitior	-	0.8120	81.20%
P-glycoprotein substrate	-	0.7121	71.21%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	+	0.6020	60.20%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.5453	54.53%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.9264	92.64%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8101	81.01%
CYP2C8 inhibition	-	0.6055	60.55%
CYP inhibitory promiscuity	-	0.8901	89.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.6832	68.32%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5960	59.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5416	54.16%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.4753	47.53%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.6766	67.66%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	+	0.6610	66.10%
Aromatase binding	+	0.6020	60.20%
PPAR gamma	+	0.5865	58.65%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9438	94.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.71%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.32%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.26%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.41%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11523420
• LOTUS: LTS0227869
• wikiData: Q77574370