[3,4,5-trihydroxy-6-[1,4,5-trihydroxy-7-(hydroxymethyl)-9H-xanthen-9-yl]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 2e16639a-a387-4a2c-bd11-e4bd60231594
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: [3,4,5-trihydroxy-6-[1,4,5-trihydroxy-7-(hydroxymethyl)-9H-xanthen-9-yl]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)C3C4=C(C(=CC(=C4)CO)O)OC5=C(C=CC(=C35)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)C3C4=C(C(=CC(=C4)CO)O)OC5=C(C=CC(=C35)O)O)O)O)O)O
• InChI: InChI=1S/C29H28O12/c30-11-14-9-16-22(23-17(32)6-7-18(33)28(23)41-27(16)19(34)10-14)29-26(38)25(37)24(36)20(40-29)12-39-21(35)8-3-13-1-4-15(31)5-2-13/h1-10,20,22,24-26,29-34,36-38H,11-12H2
• InChI Key: DGDVHVICJFPBLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₈O₁₂
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.15807632 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5475	54.75%
Caco-2	-	0.9289	92.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5471	54.71%
OATP2B1 inhibitior	-	0.5626	56.26%
OATP1B1 inhibitior	+	0.7955	79.55%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8472	84.72%
P-glycoprotein inhibitior	+	0.6269	62.69%
P-glycoprotein substrate	-	0.6989	69.89%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	0.8084	80.84%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.9231	92.31%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.9182	91.82%
CYP2C8 inhibition	+	0.7794	77.94%
CYP inhibitory promiscuity	-	0.6434	64.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8794	87.94%
Skin irritation	-	0.8176	81.76%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8143	81.43%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8210	82.10%
Acute Oral Toxicity (c)	IV	0.4030	40.30%
Estrogen receptor binding	+	0.7351	73.51%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.5384	53.84%
Glucocorticoid receptor binding	-	0.4939	49.39%
Aromatase binding	-	0.5622	56.22%
PPAR gamma	+	0.7020	70.20%
Honey bee toxicity	-	0.7395	73.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.13%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	96.93%	89.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.39%	99.17%
CHEMBL3194	P02766	Transthyretin	94.39%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.85%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.64%	95.93%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.48%	97.31%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.18%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.17%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.82%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.50%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.84%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.81%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.36%	80.78%

Plants that contains it

• Aloe broomii

Cross-Links

• PubChem: 162917967
• LOTUS: LTS0245074
• wikiData: Q104978619