Methyl 3,17-dihydroxy-9-methyl-5,16-dioxapentacyclo[12.3.3.01,13.02,10.04,8]icosa-4(8),6-diene-14-carboxylate

Details

• Internal ID: 53496b4c-804b-404e-a6f0-b641ded1b6c1
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: methyl 3,17-dihydroxy-9-methyl-5,16-dioxapentacyclo[12.3.3.01,13.02,10.04,8]icosa-4(8),6-diene-14-carboxylate
• InChI: InChI=1S/C21H28O6/c1-11-12-4-5-14-20(18(23)25-2)7-3-8-21(14,19(24)27-10-20)15(12)16(22)17-13(11)6-9-26-17/h6,9,11-12,14-16,19,22,24H,3-5,7-8,10H2,1-2H3
• InChI Key: IUERDUXXUQLZOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9518	95.18%
Caco-2	-	0.5479	54.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6348	63.48%
P-glycoprotein inhibitior	-	0.8255	82.55%
P-glycoprotein substrate	-	0.5285	52.85%
CYP3A4 substrate	+	0.6770	67.70%
CYP2C9 substrate	-	0.6109	61.09%
CYP2D6 substrate	-	0.8018	80.18%
CYP3A4 inhibition	-	0.8361	83.61%
CYP2C9 inhibition	-	0.7487	74.87%
CYP2C19 inhibition	-	0.6903	69.03%
CYP2D6 inhibition	-	0.8411	84.11%
CYP1A2 inhibition	-	0.6444	64.44%
CYP2C8 inhibition	+	0.6870	68.70%
CYP inhibitory promiscuity	-	0.8231	82.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9738	97.38%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7128	71.28%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6806	68.06%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8103	81.03%
Acute Oral Toxicity (c)	III	0.3361	33.61%
Estrogen receptor binding	+	0.9190	91.90%
Androgen receptor binding	+	0.7410	74.10%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7449	74.49%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.5741	57.41%
Honey bee toxicity	-	0.7754	77.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9364	93.64%

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	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.30%	90.71%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.20%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.92%	85.31%
CHEMBL5028	O14672	ADAM10	83.37%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.71%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.65%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74334028
• LOTUS: LTS0140716
• wikiData: Q105120520