5,10-Dihydroxy-2-(2-hydroxypropan-2-yl)-4-(3-methylbut-2-enyl)-1,2-dihydrofuro[2,3-c]xanthen-6-one

Details

• Internal ID: a7e09943-a248-4b44-af82-bb47832c8405
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-4-(3-methylbut-2-enyl)-1,2-dihydrofuro[2,3-c]xanthen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C4=C(O3)C(=CC=C4)O)CC(O2)C(C)(C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C4=C(O3)C(=CC=C4)O)CC(O2)C(C)(C)O)C
• InChI: InChI=1S/C23H24O6/c1-11(2)8-9-13-19(26)17-18(25)12-6-5-7-15(24)21(12)29-22(17)14-10-16(23(3,4)27)28-20(13)14/h5-8,16,24,26-27H,9-10H2,1-4H3
• InChI Key: STZQZHINUHDXTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.5475	54.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7258	72.58%
P-glycoprotein inhibitior	+	0.6002	60.02%
P-glycoprotein substrate	-	0.5845	58.45%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	+	0.6215	62.15%
CYP2C19 inhibition	+	0.6982	69.82%
CYP2D6 inhibition	-	0.8369	83.69%
CYP1A2 inhibition	-	0.5309	53.09%
CYP2C8 inhibition	-	0.5656	56.56%
CYP inhibitory promiscuity	+	0.6661	66.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.4852	48.52%
Skin irritation	-	0.7190	71.90%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6880	68.80%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6687	66.87%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	+	0.5922	59.22%
Glucocorticoid receptor binding	+	0.8298	82.98%
Aromatase binding	+	0.6275	62.75%
PPAR gamma	+	0.9211	92.11%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.97%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.47%	94.73%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.24%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.15%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.80%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.37%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.23%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.82%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.92%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.13%	85.30%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.93%	92.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.42%	96.37%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.55%	83.10%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.78%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.12%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.63%	93.56%

Plants that contains it

• Morus insignis

Cross-Links

• PubChem: 21591068
• LOTUS: LTS0061157
• wikiData: Q105260714