[5,7-Dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-phenylmethanone

Details

• Internal ID: 0a116125-1fd8-4b82-95f4-926da87132e0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [5,7-dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-phenylmethanone
• SMILES (Canonical): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=CC=C3)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=CC=C3)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C23H24O4/c1-14(2)10-11-16-20(25)18(19(24)15-8-6-5-7-9-15)21(26)17-12-13-23(3,4)27-22(16)17/h5-10,12-13,25-26H,11H2,1-4H3
• InChI Key: SPMYLENUNIKPSS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.6522	65.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	0.5814	58.14%
OATP1B1 inhibitior	+	0.8119	81.19%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9091	90.91%
P-glycoprotein inhibitior	+	0.7231	72.31%
P-glycoprotein substrate	-	0.6992	69.92%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	+	0.8468	84.68%
CYP2C19 inhibition	+	0.8691	86.91%
CYP2D6 inhibition	-	0.8013	80.13%
CYP1A2 inhibition	+	0.8795	87.95%
CYP2C8 inhibition	+	0.5236	52.36%
CYP inhibitory promiscuity	+	0.8729	87.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.7753	77.53%
Skin irritation	-	0.7033	70.33%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5806	58.06%
skin sensitisation	-	0.6463	64.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6389	63.89%
Acute Oral Toxicity (c)	III	0.6869	68.69%
Estrogen receptor binding	+	0.9486	94.86%
Androgen receptor binding	+	0.6090	60.90%
Thyroid receptor binding	+	0.6934	69.34%
Glucocorticoid receptor binding	+	0.8691	86.91%
Aromatase binding	+	0.6320	63.20%
PPAR gamma	+	0.8695	86.95%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	98.78%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.74%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.11%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.87%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.56%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.32%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.24%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.43%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.81%	96.09%

Plants that contains it

• Clusia ellipticifolia
• Vismia pentagyna

Cross-Links

• PubChem: 91993519
• LOTUS: LTS0107288
• wikiData: Q104395473