Triptexanthoside A

Details

• Internal ID: 9bc6b18f-8c97-4c06-9484-1056c7d4731d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,6,8-trihydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): C1=CC2=C(C(=C1O)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C=C(C=C4O2)O)O
• SMILES (Isomeric): C1=CC2=C(C(=C1O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C(C=C(C=C4O2)O)O
• InChI: InChI=1S/C19H18O11/c20-5-11-14(24)16(26)17(27)19(29-11)30-18-7(22)1-2-9-13(18)15(25)12-8(23)3-6(21)4-10(12)28-9/h1-4,11,14,16-17,19-24,26-27H,5H2/t11-,14-,16+,17-,19+/m1/s1
• InChI Key: DVSQCSWGWGGAPQ-GPRNFGOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.30 g/mol
• Exact Mass: 422.08491139 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9214	92.14%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	+	0.5927	59.27%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7361	73.61%
P-glycoprotein inhibitior	-	0.7794	77.94%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	+	0.5613	56.13%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6047	60.47%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8093	80.93%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.6941	69.41%
Androgen receptor binding	+	0.6631	66.31%
Thyroid receptor binding	+	0.5291	52.91%
Glucocorticoid receptor binding	+	0.7029	70.29%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.7790	77.90%

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	99.28%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.23%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL3194	P02766	Transthyretin	89.67%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.92%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.84%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.66%	96.09%

Plants that contains it

• Euphorbia hirta
• Flacourtia indica
• Swertia calycina
• Tripterospermum japonicum

Cross-Links

• PubChem: 5321889
• NPASS: NPC129026
• LOTUS: LTS0042726
• wikiData: Q104990333