(1R,6S,8R,12S,15S)-6-methoxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione

Details

• Internal ID: 7b78b283-c93e-407d-899b-609c80e9bfe5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,6S,8R,12S,15S)-6-methoxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione
• SMILES (Canonical): CC1=C2C3C4(C(CCCC4C(=O)O3)CC2(OC1=O)OC)C
• SMILES (Isomeric): CC1=C2[C@H]3[C@]4([C@H](CCC[C@@H]4C(=O)O3)C[C@@]2(OC1=O)OC)C
• InChI: InChI=1S/C16H20O5/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/h9-10,12H,4-7H2,1-3H3/t9-,10-,12+,15+,16+/m1/s1
• InChI Key: MCYJAEZRMRSNGT-VNTCJJKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.95
• 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	+	0.9932	99.32%
Caco-2	+	0.8282	82.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8735	87.35%
P-glycoprotein inhibitior	-	0.7923	79.23%
P-glycoprotein substrate	-	0.8219	82.19%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8971	89.71%
CYP3A4 inhibition	-	0.7565	75.65%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.7033	70.33%
CYP2C8 inhibition	-	0.8065	80.65%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4430	44.30%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7639	76.39%
Skin irritation	-	0.5762	57.62%
Skin corrosion	-	0.8787	87.87%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4837	48.37%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.4913	49.13%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.6199	61.99%
Thyroid receptor binding	+	0.6599	65.99%
Glucocorticoid receptor binding	+	0.6169	61.69%
Aromatase binding	+	0.5434	54.34%
PPAR gamma	-	0.4835	48.35%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	96.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.50%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.06%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.79%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.44%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.57%	96.09%
CHEMBL1871	P10275	Androgen Receptor	81.69%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.53%	94.00%

Plants that contains it

• Ligularia dolichobotrys
• Ligularia intermedia

Cross-Links

• PubChem: 14312888
• LOTUS: LTS0064569
• wikiData: Q105161526