5,6,8-trihydroxy-9-(3-hydroxyprop-1-enyl)-3H-cyclohepta[f]chromen-7-one

Details

• Internal ID: 7792c7c3-d8c4-4191-8946-c0522c30a322
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 5,6,8-trihydroxy-9-(3-hydroxyprop-1-enyl)-3H-cyclohepta[f]chromen-7-one
• SMILES (Canonical): C1C=CC2=C3C=CC(=C(C(=O)C3=C(C(=C2O1)O)O)O)C=CCO
• SMILES (Isomeric): C1C=CC2=C3C=CC(=C(C(=O)C3=C(C(=C2O1)O)O)O)C=CCO
• InChI: InChI=1S/C17H14O6/c18-7-1-3-9-5-6-10-11-4-2-8-23-17(11)16(22)15(21)12(10)14(20)13(9)19/h1-6,18,21-22H,7-8H2,(H,19,20)
• InChI Key: AGKPFEJSOYPXKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8514	85.14%
Caco-2	-	0.7213	72.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5561	55.61%
OATP2B1 inhibitior	-	0.6961	69.61%
OATP1B1 inhibitior	+	0.8431	84.31%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5575	55.75%
P-glycoprotein inhibitior	-	0.8361	83.61%
P-glycoprotein substrate	-	0.7284	72.84%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	+	0.5677	56.77%
CYP2D6 substrate	-	0.8135	81.35%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	-	0.6483	64.83%
CYP2C19 inhibition	-	0.6152	61.52%
CYP2D6 inhibition	-	0.7736	77.36%
CYP1A2 inhibition	-	0.5349	53.49%
CYP2C8 inhibition	-	0.6387	63.87%
CYP inhibitory promiscuity	+	0.5096	50.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6578	65.78%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.8278	82.78%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5682	56.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.7382	73.82%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7332	73.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7223	72.23%
Acute Oral Toxicity (c)	II	0.4278	42.78%
Estrogen receptor binding	+	0.8764	87.64%
Androgen receptor binding	+	0.6112	61.12%
Thyroid receptor binding	+	0.6012	60.12%
Glucocorticoid receptor binding	+	0.8842	88.42%
Aromatase binding	+	0.8983	89.83%
PPAR gamma	+	0.8955	89.55%
Honey bee toxicity	-	0.9006	90.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9223	92.23%

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	99.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.26%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.63%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.88%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.55%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.67%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.75%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162915435
• LOTUS: LTS0031764
• wikiData: Q104911858