Maculansline C

Details

• Internal ID: 3381d772-0768-4820-8df6-a01e13160545
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3S)-6,8-dihydroxy-3-[(2R)-2-hydroxypentyl]-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCCC(CC1CC2=C(C(=CC(=C2)O)O)C(=O)O1)O
• SMILES (Isomeric): CCC[C@H](C[C@@H]1CC2=C(C(=CC(=C2)O)O)C(=O)O1)O
• InChI: InChI=1S/C14H18O5/c1-2-3-9(15)6-11-5-8-4-10(16)7-12(17)13(8)14(18)19-11/h4,7,9,11,15-17H,2-3,5-6H2,1H3/t9-,11+/m1/s1
• InChI Key: GUPPCWWAWQRGBV-KOLCDFICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9414	94.14%
Caco-2	+	0.5878	58.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6034	60.34%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9571	95.71%
P-glycoprotein inhibitior	-	0.9616	96.16%
P-glycoprotein substrate	-	0.7545	75.45%
CYP3A4 substrate	+	0.5327	53.27%
CYP2C9 substrate	-	0.5505	55.05%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	+	0.6394	63.94%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.6154	61.54%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.5053	50.53%
CYP2C8 inhibition	-	0.7979	79.79%
CYP inhibitory promiscuity	-	0.8011	80.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.5269	52.69%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5376	53.76%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.7971	79.71%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8812	88.12%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.6334	63.34%
Aromatase binding	-	0.5692	56.92%
PPAR gamma	+	0.8406	84.06%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9532	95.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.91%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.46%	96.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.10%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.71%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.83%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.83%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682559
• LOTUS: LTS0203183
• wikiData: Q105020345