3-Methoxymollugin

Details

• Internal ID: a1d44a8b-729b-4008-b0a2-0266dfcc42e0
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: methyl 6-hydroxy-3-methoxy-2,2-dimethylbenzo[h]chromene-5-carboxylate
• SMILES (Canonical): CC1(C(=CC2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)OC)C
• SMILES (Isomeric): CC1(C(=CC2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)OC)C
• InChI: InChI=1S/C18H18O5/c1-18(2)13(21-3)9-12-14(17(20)22-4)15(19)10-7-5-6-8-11(10)16(12)23-18/h5-9,19H,1-4H3
• InChI Key: OCQKAHAAVZGZPO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 154706-44-2
• methyl 6-hydroxy-3-methoxy-2,2-dimethylbenzo[h]chromene-5-carboxylate
• HY-N8988
• AKOS032962763
• FS-8830
• CS-0149490

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	+	0.7649	76.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.7761	77.61%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6563	65.63%
P-glycoprotein inhibitior	-	0.5216	52.16%
P-glycoprotein substrate	-	0.7722	77.22%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.5426	54.26%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	+	0.6659	66.59%
CYP2D6 inhibition	-	0.8340	83.40%
CYP1A2 inhibition	+	0.5197	51.97%
CYP2C8 inhibition	+	0.5941	59.41%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4662	46.62%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.6919	69.19%
Skin irritation	-	0.7361	73.61%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6360	63.60%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.5496	54.96%
Estrogen receptor binding	+	0.9238	92.38%
Androgen receptor binding	+	0.7052	70.52%
Thyroid receptor binding	+	0.7298	72.98%
Glucocorticoid receptor binding	+	0.8933	89.33%
Aromatase binding	+	0.8585	85.85%
PPAR gamma	+	0.9036	90.36%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	99.72%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.06%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.53%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.06%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.93%	94.45%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.27%	94.73%

Plants that contains it

• Dolichopentas longiflora
• Rubia cordifolia

Cross-Links

• PubChem: 46187191
• LOTUS: LTS0139773
• wikiData: Q105189514