Hyperinone

Details

• Internal ID: fa513012-093f-4dbd-b986-a57c5629bf53
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,5-dihydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-phenylmethanone
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)C2=CC(=C(C(=C2)O)C3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)C2=CC(=C(C(=C2)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C19H20O8/c20-8-13-16(24)17(25)18(26)19(27-13)14-11(21)6-10(7-12(14)22)15(23)9-4-2-1-3-5-9/h1-7,13,16-22,24-26H,8H2/t13-,16-,17+,18-,19+/m1/s1
• InChI Key: IZLOXVHOHPOUQD-SFKBXODTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• CHEMBL469430
• 3,5-Dihydroxy-4-beta-D-glucopyranosylbenzophenone
• [3,5-dihydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-phenylmethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4894	48.94%
Caco-2	-	0.9405	94.05%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	-	0.5577	55.77%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8120	81.20%
P-glycoprotein inhibitior	-	0.8242	82.42%
P-glycoprotein substrate	-	0.9577	95.77%
CYP3A4 substrate	-	0.5972	59.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7824	78.24%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.9327	93.27%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	-	0.5617	56.17%
CYP inhibitory promiscuity	-	0.6486	64.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.7212	72.12%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5806	58.06%
Human Ether-a-go-go-Related Gene inhibition	-	0.6060	60.60%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8040	80.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.5706	57.06%
Estrogen receptor binding	+	0.5916	59.16%
Androgen receptor binding	+	0.5632	56.32%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6636	66.36%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7099	70.99%

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	97.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.16%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.82%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.83%	96.09%

Plants that contains it

• Hypericum styphelioides

Cross-Links

• PubChem: 21578953
• NPASS: NPC86744
• LOTUS: LTS0191729
• wikiData: Q105123292