(1S,3R,9S,10S,13R)-3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-5,7-diene

Details

• Internal ID: c84a0fab-b1d4-4e03-98ce-1acaab0c9e62
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,3R,9S,10S,13R)-3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-5,7-diene
• SMILES (Canonical): CCOC12CC34C(O3)CCC(C4(C=C1C(=CO2)C)C)C
• SMILES (Isomeric): CCO[C@@]12C[C@]34[C@H](O3)CC[C@@H]([C@]4(C=C1C(=CO2)C)C)C
• InChI: InChI=1S/C17H24O3/c1-5-18-17-10-16-14(20-16)7-6-12(3)15(16,4)8-13(17)11(2)9-19-17/h8-9,12,14H,5-7,10H2,1-4H3/t12-,14+,15+,16+,17+/m0/s1
• InChI Key: IRCHDBBZFPRAIU-IIHMKKKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 31.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7968	79.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6194	61.94%
P-glycoprotein inhibitior	-	0.8550	85.50%
P-glycoprotein substrate	-	0.6421	64.21%
CYP3A4 substrate	+	0.6085	60.85%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8202	82.02%
CYP3A4 inhibition	-	0.8153	81.53%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	-	0.6394	63.94%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.6600	66.00%
CYP2C8 inhibition	+	0.4455	44.55%
CYP inhibitory promiscuity	+	0.5200	52.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5194	51.94%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8471	84.71%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5318	53.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.6219	62.19%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5432	54.32%
skin sensitisation	-	0.7533	75.33%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	+	0.7366	73.66%
Androgen receptor binding	+	0.6476	64.76%
Thyroid receptor binding	+	0.7437	74.37%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	-	0.4875	48.75%
PPAR gamma	+	0.6032	60.32%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.66%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.39%	94.80%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.68%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.45%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.03%	90.24%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.74%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.03%	90.17%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.72%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.84%	100.00%

Plants that contains it

• Ligularia cyathiceps

Cross-Links

• PubChem: 102285789
• LOTUS: LTS0182905
• wikiData: Q105118763