Tenuiphenone B

Details

• Internal ID: 8bf390ae-bcdf-499c-8b11-802e27f79ff8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (3-hydroxyphenyl)-[2,4,6-trihydroxy-3,5-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone
• SMILES (Canonical): C1=CC(=CC(=C1)O)C(=O)C2=C(C(=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)C4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)C(=O)C2=C(C(=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C25H30O15/c26-5-9-15(30)20(35)22(37)24(39-9)12-17(32)11(14(29)7-2-1-3-8(28)4-7)18(33)13(19(12)34)25-23(38)21(36)16(31)10(6-27)40-25/h1-4,9-10,15-16,20-28,30-38H,5-6H2/t9-,10-,15-,16-,20+,21+,22-,23-,24+,25+/m1/s1
• InChI Key: ACDGKRITKJCDLI-QUVGRWIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₅
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.15847025 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.23
• H-Bond Acceptor: 15
• H-Bond Donor: 12
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6172	61.72%
Caco-2	-	0.9145	91.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6378	63.78%
OATP2B1 inhibitior	+	0.5795	57.95%
OATP1B1 inhibitior	+	0.7893	78.93%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6224	62.24%
P-glycoprotein inhibitior	-	0.6241	62.41%
P-glycoprotein substrate	-	0.8558	85.58%
CYP3A4 substrate	-	0.5185	51.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9104	91.04%
CYP2C19 inhibition	-	0.9380	93.80%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.9316	93.16%
CYP2C8 inhibition	+	0.5186	51.86%
CYP inhibitory promiscuity	-	0.7326	73.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8326	83.26%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5510	55.10%
Human Ether-a-go-go-Related Gene inhibition	+	0.6719	67.19%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.6794	67.94%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7496	74.96%
Acute Oral Toxicity (c)	III	0.5246	52.46%
Estrogen receptor binding	+	0.6953	69.53%
Androgen receptor binding	+	0.5387	53.87%
Thyroid receptor binding	-	0.5308	53.08%
Glucocorticoid receptor binding	-	0.6200	62.00%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.9345	93.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.3792	37.92%

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	96.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.05%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.36%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.78%	97.09%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 11642656
• NPASS: NPC133061
• LOTUS: LTS0026052
• wikiData: Q104909023