(1S,2S)-1,4,8,10-tetrahydroxy-2-(2-hydroxypropan-2-yl)-1,2-dihydrofuro[3,2-a]xanthen-11-one

Details

• Internal ID: 82d2483a-51da-4c77-a40f-6c9536eb542f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S)-1,4,8,10-tetrahydroxy-2-(2-hydroxypropan-2-yl)-1,2-dihydrofuro[3,2-a]xanthen-11-one
• InChI: InChI=1S/C18H16O8/c1-18(2,24)17-15(23)13-12-10(5-8(21)16(13)26-17)25-9-4-6(19)3-7(20)11(9)14(12)22/h3-5,15,17,19-21,23-24H,1-2H3/t15-,17-/m0/s1
• InChI Key: QJHHEMWYGFIDMW-RDJZCZTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	-	0.5956	59.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8794	87.94%
P-glycoprotein inhibitior	-	0.6660	66.60%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	+	0.5627	56.27%
CYP2C9 substrate	-	0.6281	62.81%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	+	0.6133	61.33%
CYP2C9 inhibition	+	0.6195	61.95%
CYP2C19 inhibition	-	0.5204	52.04%
CYP2D6 inhibition	-	0.7126	71.26%
CYP1A2 inhibition	+	0.7748	77.48%
CYP2C8 inhibition	+	0.4623	46.23%
CYP inhibitory promiscuity	+	0.6724	67.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.4809	48.09%
Skin irritation	-	0.6630	66.30%
Skin corrosion	-	0.9027	90.27%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7298	72.98%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7241	72.41%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7175	71.75%
Acute Oral Toxicity (c)	III	0.6843	68.43%
Estrogen receptor binding	+	0.8688	86.88%
Androgen receptor binding	+	0.6532	65.32%
Thyroid receptor binding	+	0.6136	61.36%
Glucocorticoid receptor binding	+	0.8747	87.47%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.8444	84.44%
Honey bee toxicity	-	0.8374	83.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9317	93.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.37%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.80%	96.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.37%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.45%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.01%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.89%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL3194	P02766	Transthyretin	82.97%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.11%	90.93%

Plants that contains it

• Hypericum scabrum

Cross-Links

• PubChem: 162980381
• LOTUS: LTS0127490
• wikiData: Q105222675