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

Details

• Internal ID: 450ce824-2b10-467a-8069-329592769e12
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,3S,8S,12S,15S)-8-hydroxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2(6)-ene-4,13-dione
• SMILES (Canonical): CC1C2=C(CC3(CCCC4C3(C2OC4=O)C)O)OC1=O
• SMILES (Isomeric): C[C@H]1C2=C(C[C@]3(CCC[C@H]4[C@]3([C@H]2OC4=O)C)O)OC1=O
• InChI: InChI=1S/C15H18O5/c1-7-10-9(19-12(7)16)6-15(18)5-3-4-8-13(17)20-11(10)14(8,15)2/h7-8,11,18H,3-6H2,1-2H3/t7-,8+,11-,14-,15-/m0/s1
• InChI Key: HZQSYDJIEXWICQ-VNACPNAISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.6562	65.62%
Blood Brain Barrier	+	0.7855	78.55%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8782	87.82%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5942	59.42%
BSEP inhibitior	-	0.9310	93.10%
P-glycoprotein inhibitior	-	0.8785	87.85%
P-glycoprotein substrate	-	0.8073	80.73%
CYP3A4 substrate	+	0.5938	59.38%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8013	80.13%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9428	94.28%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.8283	82.83%
CYP2C8 inhibition	-	0.9102	91.02%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4162	41.62%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.6525	65.25%
Skin irritation	+	0.5914	59.14%
Skin corrosion	-	0.8371	83.71%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6660	66.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8059	80.59%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4809	48.09%
Acute Oral Toxicity (c)	III	0.3098	30.98%
Estrogen receptor binding	+	0.8982	89.82%
Androgen receptor binding	+	0.6187	61.87%
Thyroid receptor binding	+	0.5992	59.92%
Glucocorticoid receptor binding	+	0.7506	75.06%
Aromatase binding	-	0.5196	51.96%
PPAR gamma	-	0.5436	54.36%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	87.85%	98.03%
CHEMBL1937	Q92769	Histone deacetylase 2	87.56%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.53%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.31%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.77%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.95%	92.50%
CHEMBL1902	P62942	FK506-binding protein 1A	81.31%	97.05%

Plants that contains it

• Ligularia intermedia

Cross-Links

• PubChem: 162937078
• LOTUS: LTS0274029
• wikiData: Q105035798