Eriosemation

Details

• Internal ID: e1ad182e-99e3-4eae-b10e-e4638dc32951
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C=CO2)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C=CO2)CC=C(C)C)O)C
• InChI: InChI=1S/C19H22O4/c1-11(2)5-7-13-17(21)14(8-6-12(3)4)19-16(18(13)22)15(20)9-10-23-19/h5-6,9-10,21-22H,7-8H2,1-4H3
• InChI Key: DNZGQFQVMYCNOP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 162616-72-0
• Lupichromone
• 5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• HY-N10077
• AKOS040763385
• FS-8017
• CS-0255470

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5874	58.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	+	0.5695	56.95%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5760	57.60%
P-glycoprotein inhibitior	-	0.5914	59.14%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	-	0.5762	57.62%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6682	66.82%
CYP2C9 inhibition	+	0.8254	82.54%
CYP2C19 inhibition	+	0.8703	87.03%
CYP2D6 inhibition	-	0.6789	67.89%
CYP1A2 inhibition	+	0.9044	90.44%
CYP2C8 inhibition	-	0.8266	82.66%
CYP inhibitory promiscuity	+	0.8828	88.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7426	74.26%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.8326	83.26%
Skin irritation	-	0.7196	71.96%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5862	58.62%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5211	52.11%
Acute Oral Toxicity (c)	III	0.6365	63.65%
Estrogen receptor binding	+	0.8551	85.51%
Androgen receptor binding	+	0.6084	60.84%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.8557	85.57%
Aromatase binding	+	0.5253	52.53%
PPAR gamma	+	0.9249	92.49%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.28%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.11%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.57%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.14%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.60%	86.33%

Plants that contains it

• Eriosema tuberosum
• Lupinus luteus

Cross-Links

• PubChem: 15291690
• LOTUS: LTS0182992
• wikiData: Q104403019