(1S,9R,10R,12S,13R)-13-(hydroxymethyl)-4,9-dimethyl-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one

Details

• Internal ID: 298ccf21-10fd-450b-92a7-8937f687160f
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,9R,10R,12S,13R)-13-(hydroxymethyl)-4,9-dimethyl-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one
• InChI: InChI=1S/C15H18O3/c1-7-8-3-12-10(6-16)9-4-11(9)15(12,2)5-13(8)18-14(7)17/h5,9-12,16H,3-4,6H2,1-2H3/t9-,10-,11-,12+,15-/m1/s1
• InChI Key: XZHCTKZHBRTLRU-XRHZXQNYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7367	73.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7273	72.73%
P-glycoprotein inhibitior	-	0.9375	93.75%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.6084	60.84%
CYP2C9 inhibition	-	0.7891	78.91%
CYP2C19 inhibition	-	0.6911	69.11%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.5448	54.48%
CYP2C8 inhibition	-	0.8670	86.70%
CYP inhibitory promiscuity	+	0.5489	54.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9845	98.45%
Skin irritation	-	0.5960	59.60%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4932	49.32%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7208	72.08%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	III	0.5798	57.98%
Estrogen receptor binding	+	0.5367	53.67%
Androgen receptor binding	+	0.6846	68.46%
Thyroid receptor binding	-	0.5928	59.28%
Glucocorticoid receptor binding	-	0.5480	54.80%
Aromatase binding	-	0.6447	64.47%
PPAR gamma	-	0.6198	61.98%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	95.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.20%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	83.68%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.84%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.23%	96.95%

Plants that contains it

• Chloranthus spicatus

Cross-Links

• PubChem: 162970060
• LOTUS: LTS0239205
• wikiData: Q105344941