9-[3-hydroperoxy-3-methyl-5-(3-methyl-5-oxo-2H-furan-2-yl)pent-4-enyl]-10-hydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

Details

• Internal ID: 903550dd-c1a2-46a2-bb1b-3b61f9253da5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-[3-hydroperoxy-3-methyl-5-(3-methyl-5-oxo-2H-furan-2-yl)pent-4-enyl]-10-hydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one
• SMILES (Canonical): CC1=CC(=O)OC1C=CC(C)(CCC2C3(CCCC4(C3C(CC2(C)O)OC4=O)C)C)OO
• SMILES (Isomeric): CC1=CC(=O)OC1C=CC(C)(CCC2C3(CCCC4(C3C(CC2(C)O)OC4=O)C)C)OO
• InChI: InChI=1S/C25H36O7/c1-15-13-19(26)30-16(15)7-11-22(2,32-29)12-8-18-23(3)9-6-10-24(4)20(23)17(31-21(24)27)14-25(18,5)28/h7,11,13,16-18,20,28-29H,6,8-10,12,14H2,1-5H3
• InChI Key: GSHNDISVGWHAIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.24610348 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.6601	66.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7303	73.03%
BSEP inhibitior	+	0.9379	93.79%
P-glycoprotein inhibitior	-	0.4720	47.20%
P-glycoprotein substrate	-	0.5776	57.76%
CYP3A4 substrate	+	0.6953	69.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	+	0.5249	52.49%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.7882	78.82%
CYP2C8 inhibition	+	0.5359	53.59%
CYP inhibitory promiscuity	-	0.8234	82.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9435	94.35%
Skin irritation	+	0.5419	54.19%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5441	54.41%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5265	52.65%
skin sensitisation	-	0.8446	84.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6617	66.17%
Acute Oral Toxicity (c)	I	0.5098	50.98%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.8293	82.93%
Aromatase binding	+	0.7666	76.66%
PPAR gamma	+	0.5866	58.66%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	98.11%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	95.16%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.74%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	89.12%	89.63%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.47%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.06%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.88%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.85%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.59%	96.90%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.16%	89.34%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.91%	80.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.22%	97.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.05%	96.61%

Plants that contains it

• Salvia sahendica

Cross-Links

• PubChem: 75244349
• LOTUS: LTS0003562
• wikiData: Q105112561