Cryptochrysin

Details

• Internal ID: 4be52a40-1d1c-4dfd-9d59-029dfd3180a9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,7-dihydroxy-8-methyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC=CC=C3
• SMILES (Isomeric): CC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC=CC=C3
• InChI: InChI=1S/C16H12O4/c1-9-11(17)7-12(18)15-13(19)8-14(20-16(9)15)10-5-3-2-4-6-10/h2-8,17-18H,1H3
• InChI Key: RHRBRAJIMZYWEB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 8-methyl-chrysin
• CHEMBL1828945
• AKOS040740335

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.6180	61.80%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7919	79.19%
OATP2B1 inhibitior	-	0.7064	70.64%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.8066	80.66%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6197	61.97%
P-glycoprotein inhibitior	-	0.5934	59.34%
P-glycoprotein substrate	-	0.9374	93.74%
CYP3A4 substrate	-	0.5663	56.63%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	+	0.7827	78.27%
CYP2C9 inhibition	+	0.8582	85.82%
CYP2C19 inhibition	+	0.8511	85.11%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	+	0.9624	96.24%
CYP2C8 inhibition	-	0.6399	63.99%
CYP inhibitory promiscuity	+	0.8175	81.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6789	67.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7452	74.52%
Skin irritation	+	0.5273	52.73%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.6364	63.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7313	73.13%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6717	67.17%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.5980	59.80%
Estrogen receptor binding	+	0.9550	95.50%
Androgen receptor binding	+	0.8703	87.03%
Thyroid receptor binding	+	0.6206	62.06%
Glucocorticoid receptor binding	+	0.8909	89.09%
Aromatase binding	+	0.8789	87.89%
PPAR gamma	+	0.8628	86.28%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9247	92.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.06%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	88.86%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.04%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.84%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.63%	89.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.57%	93.99%
CHEMBL308	P06493	Cyclin-dependent kinase 1	81.60%	91.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.21%	93.65%

Plants that contains it

• Pinus morrisonicola

Cross-Links

• PubChem: 5409355
• LOTUS: LTS0270036
• wikiData: Q105236590