(1S,8S,9S,10S,13R)-8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-2-one

Details

• Internal ID: d2f8cdc0-faba-407d-8598-b15c9f42278d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,8S,9S,10S,13R)-8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-2-one
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C3=O)OC=C4C)O)C)O2
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@]3([C@@]1([C@@H](C4=C(C3=O)OC=C4C)O)C)O2
• InChI: InChI=1S/C15H18O4/c1-7-6-18-11-10(7)12(16)14(3)8(2)4-5-9-15(14,19-9)13(11)17/h6,8-9,12,16H,4-5H2,1-3H3/t8-,9+,12+,14-,15-/m0/s1
• InChI Key: VCNBXWRVXQUHOW-YQAZJKAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• 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	+	0.9808	98.08%
Caco-2	+	0.6363	63.63%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8929	89.29%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8012	80.12%
CYP3A4 inhibition	-	0.8197	81.97%
CYP2C9 inhibition	-	0.7446	74.46%
CYP2C19 inhibition	-	0.7151	71.51%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	+	0.5804	58.04%
CYP2C8 inhibition	-	0.7455	74.55%
CYP inhibitory promiscuity	-	0.8596	85.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4531	45.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9519	95.19%
Skin irritation	-	0.5985	59.85%
Skin corrosion	-	0.8353	83.53%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7132	71.32%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7939	79.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7567	75.67%
Acute Oral Toxicity (c)	III	0.4552	45.52%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.6074	60.74%
Thyroid receptor binding	+	0.6309	63.09%
Glucocorticoid receptor binding	-	0.6117	61.17%
Aromatase binding	-	0.6354	63.54%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.8494	84.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9121	91.21%

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	95.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.65%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.27%	86.00%
CHEMBL1871	P10275	Androgen Receptor	83.86%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.33%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.80%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%

Plants that contains it

• Ligularia cyathiceps
• Senecio smithii

Cross-Links

• PubChem: 162858309
• LOTUS: LTS0169634
• wikiData: Q105283823