6,8-dihydroxy-3-(7-hydroxyheptyl)-3,4-dihydro-1H-isochromene-7-carboxylic acid

Details

• Internal ID: a09d4dc1-06d1-4099-a252-bb8ae2da45be
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives
• IUPAC Name: 6,8-dihydroxy-3-(7-hydroxyheptyl)-3,4-dihydro-1H-isochromene-7-carboxylic acid
• SMILES (Canonical): C1C(OCC2=C(C(=C(C=C21)O)C(=O)O)O)CCCCCCCO
• SMILES (Isomeric): C1C(OCC2=C(C(=C(C=C21)O)C(=O)O)O)CCCCCCCO
• InChI: InChI=1S/C17H24O6/c18-7-5-3-1-2-4-6-12-8-11-9-14(19)15(17(21)22)16(20)13(11)10-23-12/h9,12,18-20H,1-8,10H2,(H,21,22)
• InChI Key: LAKJUFWBIQLBFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8252	82.52%
Caco-2	-	0.6390	63.90%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7702	77.02%
P-glycoprotein inhibitior	-	0.7928	79.28%
P-glycoprotein substrate	-	0.7586	75.86%
CYP3A4 substrate	-	0.5140	51.40%
CYP2C9 substrate	-	0.8011	80.11%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7189	71.89%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.6141	61.41%
CYP2D6 inhibition	-	0.7924	79.24%
CYP1A2 inhibition	-	0.7012	70.12%
CYP2C8 inhibition	-	0.5814	58.14%
CYP inhibitory promiscuity	-	0.8757	87.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.6430	64.30%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.5577	55.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.3939	39.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6285	62.85%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.5671	56.71%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	+	0.6783	67.83%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	-	0.5240	52.40%
PPAR gamma	+	0.8479	84.79%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6269	62.69%
Fish aquatic toxicity	+	0.7443	74.43%

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	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.13%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	89.78%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.78%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.35%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%
CHEMBL3194	P02766	Transthyretin	80.65%	90.71%

Plants that contains it

• Trillium tschonoskii

Cross-Links

• PubChem: 163063422
• LOTUS: LTS0194687
• wikiData: Q105313656