5,6,8-trihydroxy-2-(hydroxymethyl)benzo[g]chromen-4-one

Details

• Internal ID: 776040d2-c67d-4c0a-89d4-9632fa34bd44
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,6,8-trihydroxy-2-(hydroxymethyl)benzo[g]chromen-4-one
• SMILES (Canonical): C1=C2C=C3C(=C(C2=C(C=C1O)O)O)C(=O)C=C(O3)CO
• SMILES (Isomeric): C1=C2C=C3C(=C(C2=C(C=C1O)O)O)C(=O)C=C(O3)CO
• InChI: InChI=1S/C14H10O6/c15-5-8-4-10(18)13-11(20-8)2-6-1-7(16)3-9(17)12(6)14(13)19/h1-4,15-17,19H,5H2
• InChI Key: VTEPKIFOBQGYTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	-	0.5701	57.01%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	0.5414	54.14%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8860	88.60%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	-	0.5521	55.21%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.5188	51.88%
CYP2C9 inhibition	-	0.7905	79.05%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.5108	51.08%
CYP2C8 inhibition	-	0.7380	73.80%
CYP inhibitory promiscuity	-	0.5090	50.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.9140	91.40%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8304	83.04%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8204	82.04%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7327	73.27%
Acute Oral Toxicity (c)	II	0.4379	43.79%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	+	0.7904	79.04%
Thyroid receptor binding	-	0.6280	62.80%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	+	0.7400	74.00%
PPAR gamma	+	0.8791	87.91%
Honey bee toxicity	-	0.8930	89.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6107	61.07%

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	98.95%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.27%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.44%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.09%	94.00%
CHEMBL3194	P02766	Transthyretin	87.62%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.08%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.92%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	84.02%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.76%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.76%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10016150
• LOTUS: LTS0019080
• wikiData: Q105292691