(1R,6S,8R,15S)-6-methoxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2,11-diene-4,13-dione

Details

• Internal ID: 4e4d1e76-8251-44e6-8042-8681e22ee120
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,6S,8R,15S)-6-methoxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2,11-diene-4,13-dione
• InChI: InChI=1S/C16H18O5/c1-8-11-12-15(2)9(5-4-6-10(15)14(18)20-12)7-16(11,19-3)21-13(8)17/h6,9,12H,4-5,7H2,1-3H3/t9-,12+,15+,16+/m1/s1
• InChI Key: ZVXAHYFFUVSFIE-RCYILOBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.8108	81.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7806	78.06%
P-glycoprotein inhibitior	-	0.8262	82.62%
P-glycoprotein substrate	-	0.7873	78.73%
CYP3A4 substrate	+	0.6244	62.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.6417	64.17%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	-	0.6129	61.29%
CYP inhibitory promiscuity	-	0.7925	79.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4437	44.37%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.8655	86.55%
Skin irritation	-	0.5812	58.12%
Skin corrosion	-	0.8301	83.01%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8026	80.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.5516	55.16%
Estrogen receptor binding	+	0.6387	63.87%
Androgen receptor binding	+	0.5412	54.12%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	+	0.5177	51.77%
PPAR gamma	-	0.5578	55.78%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9717	97.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.58%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.61%	99.23%
CHEMBL1871	P10275	Androgen Receptor	88.19%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.86%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	82.66%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.03%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.60%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

• Ligularia lapathifolia

Cross-Links

• PubChem: 16109805
• LOTUS: LTS0139580
• wikiData: Q105384725