Bavachromanol

Details

• Internal ID: 726307e2-a835-46c5-b4e5-a7b82bc8c04e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E)-1-(3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C20H20O5/c1-20(2)18(24)11-15-17(23)10-8-14(19(15)25-20)16(22)9-5-12-3-6-13(21)7-4-12/h3-10,18,21,23-24H,11H2,1-2H3/b9-5+
• InChI Key: UGEVDAKDRYGXKU-WEVVVXLNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• RefChem:116702
• (E)-1-(3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• 74061-77-1
• SCHEMBL14523859
• LMPK12120078

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5291	52.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6807	68.07%
OATP2B1 inhibitior	-	0.5765	57.65%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4522	45.22%
P-glycoprotein inhibitior	-	0.7139	71.39%
P-glycoprotein substrate	-	0.7537	75.37%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7754	77.54%
CYP3A4 inhibition	-	0.7298	72.98%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.6461	64.61%
CYP2D6 inhibition	-	0.7676	76.76%
CYP1A2 inhibition	+	0.6587	65.87%
CYP2C8 inhibition	+	0.7315	73.15%
CYP inhibitory promiscuity	-	0.7920	79.20%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7362	73.62%
Skin irritation	-	0.6725	67.25%
Skin corrosion	-	0.8923	89.23%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5992	59.92%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.7060	70.60%
skin sensitisation	-	0.6775	67.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6961	69.61%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	+	0.9156	91.56%
Androgen receptor binding	+	0.8119	81.19%
Thyroid receptor binding	+	0.7716	77.16%
Glucocorticoid receptor binding	+	0.8478	84.78%
Aromatase binding	+	0.7189	71.89%
PPAR gamma	+	0.7810	78.10%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9663	96.63%

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	99.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.71%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	87.42%	97.64%
CHEMBL3194	P02766	Transthyretin	86.43%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.38%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.30%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	83.84%	98.35%
CHEMBL4208	P20618	Proteasome component C5	83.19%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.88%	85.00%

Plants that contains it

• Cullen corylifolium
• Maclura tinctoria

Cross-Links

• PubChem: 5321790
• NPASS: NPC67353
• LOTUS: LTS0090827
• wikiData: Q105272292