11,16,17-trihydroxy-4,13-dioxapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaene-3,5-dione

Details

• Internal ID: 1aebc52f-5125-4b40-944f-28760f0a4961
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes > Benzoxanthenes
• IUPAC Name: 11,16,17-trihydroxy-4,13-dioxapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaene-3,5-dione
• SMILES (Canonical): C1=CC(=C2C3=C(C4=CC(=C(C=C4O2)O)O)C5=C(C=C31)C(=O)OC5=O)O
• SMILES (Isomeric): C1=CC(=C2C3=C(C4=CC(=C(C=C4O2)O)O)C5=C(C=C31)C(=O)OC5=O)O
• InChI: InChI=1S/C18H8O7/c19-9-2-1-6-3-8-15(18(23)25-17(8)22)14-7-4-10(20)11(21)5-12(7)24-16(9)13(6)14/h1-5,19-21H
• InChI Key: KUTYVKLXNLYBCC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₈O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.02700259 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8925	89.25%
Caco-2	-	0.9232	92.32%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.5559	55.59%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5897	58.97%
P-glycoprotein inhibitior	-	0.8282	82.82%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	-	0.5067	50.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	+	0.5573	55.73%
CYP2C19 inhibition	-	0.5640	56.40%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	+	0.6394	63.94%
CYP2C8 inhibition	+	0.5392	53.92%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.9059	90.59%
Skin irritation	+	0.5190	51.90%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8912	89.12%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6072	60.72%
Acute Oral Toxicity (c)	II	0.5716	57.16%
Estrogen receptor binding	+	0.6062	60.62%
Androgen receptor binding	+	0.8586	85.86%
Thyroid receptor binding	-	0.5700	57.00%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.6126	61.26%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	98.87%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.65%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	93.64%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.34%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.59%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.42%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.46%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.95%	91.49%

Plants that contains it

• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum

Cross-Links

• PubChem: 25225221
• NPASS: NPC132446