(1S,3S,4R,7S,8R,10S)-4-hydroxy-3,8-dimethyl-13-methylidene-5,11-dioxatricyclo[8.3.0.03,7]tridecane-6,12-dione

Details

• Internal ID: edd6c623-d7f3-4d31-9c51-bfa5251de42d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3S,4R,7S,8R,10S)-4-hydroxy-3,8-dimethyl-13-methylidene-5,11-dioxatricyclo[8.3.0.03,7]tridecane-6,12-dione
• InChI: InChI=1S/C14H18O5/c1-6-4-9-8(7(2)11(15)18-9)5-14(3)10(6)12(16)19-13(14)17/h6,8-10,13,17H,2,4-5H2,1,3H3/t6-,8+,9+,10-,13-,14+/m1/s1
• InChI Key: RTAJEBNCRIONGW-YZLNCIPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.01
• 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	+	0.9810	98.10%
Caco-2	+	0.5053	50.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7114	71.14%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.8809	88.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9635	96.35%
P-glycoprotein inhibitior	-	0.8918	89.18%
P-glycoprotein substrate	-	0.8072	80.72%
CYP3A4 substrate	+	0.6018	60.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9620	96.20%
CYP1A2 inhibition	-	0.7385	73.85%
CYP2C8 inhibition	-	0.8403	84.03%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9706	97.06%
Eye irritation	-	0.8520	85.20%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	+	0.6430	64.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7544	75.44%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8064	80.64%
skin sensitisation	-	0.6916	69.16%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7703	77.03%
Acute Oral Toxicity (c)	II	0.5134	51.34%
Estrogen receptor binding	+	0.7545	75.45%
Androgen receptor binding	+	0.6085	60.85%
Thyroid receptor binding	-	0.5990	59.90%
Glucocorticoid receptor binding	-	0.5428	54.28%
Aromatase binding	-	0.6646	66.46%
PPAR gamma	-	0.6129	61.29%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	93.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.43%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%

Plants that contains it

• Psilostrophe villosa

Cross-Links

• PubChem: 162978224
• LOTUS: LTS0000876
• wikiData: Q105245003