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

Details

• Internal ID: 3e228c42-0ab3-4e56-855b-ea7d926c590e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,3R,9R,10S,13S)-3-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-5-one
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11-14(18-11)7-15(17)10(6-13(8,14)3)9(2)12(16)19-15/h8,11,17H,4-7H2,1-3H3/t8-,11-,13+,14-,15+/m0/s1
• InChI Key: NSNPFQLBEDNILE-UBLKPCEVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.92
• 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	+	0.9948	99.48%
Caco-2	+	0.8254	82.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7052	70.52%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8539	85.39%
P-glycoprotein inhibitior	-	0.9051	90.51%
P-glycoprotein substrate	-	0.8626	86.26%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7049	70.49%
CYP2C9 inhibition	-	0.8085	80.85%
CYP2C19 inhibition	-	0.8977	89.77%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.6427	64.27%
CYP2C8 inhibition	-	0.8887	88.87%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4698	46.98%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8259	82.59%
Skin irritation	+	0.5340	53.40%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7503	75.03%
Acute Oral Toxicity (c)	III	0.3423	34.23%
Estrogen receptor binding	-	0.6549	65.49%
Androgen receptor binding	+	0.6024	60.24%
Thyroid receptor binding	+	0.6694	66.94%
Glucocorticoid receptor binding	+	0.5575	55.75%
Aromatase binding	+	0.5526	55.26%
PPAR gamma	-	0.5066	50.66%
Honey bee toxicity	-	0.8782	87.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	94.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.28%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.97%	97.09%
CHEMBL1871	P10275	Androgen Receptor	81.90%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.69%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.17%	85.14%

Plants that contains it

• Senecio mairetianus

Cross-Links

• PubChem: 16091618
• LOTUS: LTS0010238
• wikiData: Q105185151