(3,4-dihydroxyphenyl)-[(1R,3S,5S,7R,9S,11R,12S,13S)-5-(3,4-dihydroxyphenyl)-12,13-dihydroxy-11-(hydroxymethyl)-2,4,8,10-tetraoxatricyclo[7.4.0.03,7]tridecan-5-yl]methanone

Details

• Internal ID: e82c6539-5381-4d9f-a75b-f35b339956c0
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (3,4-dihydroxyphenyl)-[(1R,3S,5S,7R,9S,11R,12S,13S)-5-(3,4-dihydroxyphenyl)-12,13-dihydroxy-11-(hydroxymethyl)-2,4,8,10-tetraoxatricyclo[7.4.0.03,7]tridecan-5-yl]methanone
• InChI: InChI=1S/C23H24O12/c24-8-16-17(29)18(30)19-22(33-16)32-15-7-23(35-21(15)34-19,10-2-4-12(26)14(28)6-10)20(31)9-1-3-11(25)13(27)5-9/h1-6,15-19,21-22,24-30H,7-8H2/t15-,16-,17-,18+,19-,21+,22-,23+/m1/s1
• InChI Key: NNYJOABCLQMZHR-CTZIAKJASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₂
• Molecular Weight: 492.40 g/mol
• Exact Mass: 492.12677620 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6879	68.79%
Caco-2	-	0.9014	90.14%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5924	59.24%
P-glycoprotein inhibitior	-	0.6263	62.63%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7825	78.25%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.4671	46.71%
CYP inhibitory promiscuity	-	0.8146	81.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8532	85.32%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5736	57.36%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.5949	59.49%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	III	0.4336	43.36%
Estrogen receptor binding	+	0.7267	72.67%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.5857	58.57%
Glucocorticoid receptor binding	+	0.6601	66.01%
Aromatase binding	+	0.5922	59.22%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8425	84.25%

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	99.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.29%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.48%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.45%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.28%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162895533
• LOTUS: LTS0265457
• wikiData: Q105182384