(1S,2R)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

Details

• Internal ID: ee7fd154-32d2-45cd-855e-7fe23ddb1bb2
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: (1S,2R)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2C(C(=CC3=CC(=C(C=C23)O)O)C(=O)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1[C@@H]2[C@H](C(=CC3=CC(=C(C=C23)O)O)C(=O)O)C(=O)O)O)O
• InChI: InChI=1S/C18H14O8/c19-11-2-1-7(4-12(11)20)15-9-6-14(22)13(21)5-8(9)3-10(17(23)24)16(15)18(25)26/h1-6,15-16,19-22H,(H,23,24)(H,25,26)/t15-,16-/m0/s1
• InChI Key: WJMFXQBNYLYADA-HOTGVXAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8057	80.57%
OATP2B1 inhibitior	-	0.6842	68.42%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6910	69.10%
P-glycoprotein inhibitior	-	0.9303	93.03%
P-glycoprotein substrate	-	0.9269	92.69%
CYP3A4 substrate	-	0.5672	56.72%
CYP2C9 substrate	-	0.6093	60.93%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	+	0.8388	83.88%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.8388	83.88%
CYP1A2 inhibition	-	0.5279	52.79%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	-	0.6300	63.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8754	87.54%
Carcinogenicity (trinary)	Non-required	0.4692	46.92%
Eye corrosion	-	0.9946	99.46%
Eye irritation	+	0.8755	87.55%
Skin irritation	+	0.5317	53.17%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8778	87.78%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5163	51.63%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5968	59.68%
Acute Oral Toxicity (c)	IV	0.4883	48.83%
Estrogen receptor binding	-	0.4805	48.05%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	-	0.5057	50.57%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	-	0.7098	70.98%
PPAR gamma	+	0.7574	75.74%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.27%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.75%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL3194	P02766	Transthyretin	88.13%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.93%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.60%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 21602019
• LOTUS: LTS0061504
• wikiData: Q105306921