3-Hydroxymollugin

Details

• Internal ID: 61a961f3-3829-40aa-b664-93a9b1ac1f0f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: methyl 3,6-dihydroxy-2,2-dimethylbenzo[h]chromene-5-carboxylate
• SMILES (Canonical): CC1(C(=CC2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)O)C
• SMILES (Isomeric): CC1(C(=CC2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)O)C
• InChI: InChI=1S/C17H16O5/c1-17(2)12(18)8-11-13(16(20)21-3)14(19)9-6-4-5-7-10(9)15(11)22-17/h4-8,18-19H,1-3H3
• InChI Key: MCOTTYOKTYHERV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 2'-Hydroxymollugin
• SCHEMBL16453579
• AKOS040735708

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.5829	58.29%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7796	77.96%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7476	74.76%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.7228	72.28%
CYP2C9 inhibition	-	0.8010	80.10%
CYP2C19 inhibition	+	0.6928	69.28%
CYP2D6 inhibition	-	0.7844	78.44%
CYP1A2 inhibition	+	0.5335	53.35%
CYP2C8 inhibition	+	0.6657	66.57%
CYP inhibitory promiscuity	+	0.6043	60.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4515	45.15%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.7152	71.52%
Skin irritation	-	0.7444	74.44%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7315	73.15%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5480	54.80%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	+	0.6929	69.29%
Thyroid receptor binding	+	0.7189	71.89%
Glucocorticoid receptor binding	+	0.9139	91.39%
Aromatase binding	+	0.8332	83.32%
PPAR gamma	+	0.9139	91.39%
Honey bee toxicity	-	0.8675	86.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.04%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.46%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.29%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.58%	92.67%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.23%	94.00%

Plants that contains it

• Dolichopentas longiflora
• Rubia cordifolia

Cross-Links

• PubChem: 46187192
• NPASS: NPC232681
• LOTUS: LTS0123991
• wikiData: Q105161345