methyl 2-[(8S,12S,13S)-13-(furan-3-yl)-8,12-dimethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

Details

• Internal ID: 366a0e52-5eb3-4a71-a8bf-1d2841cf6a35
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: methyl 2-[(8S,12S,13S)-13-(furan-3-yl)-8,12-dimethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
• SMILES (Canonical): CC12CCC3C(=C)C1(CC(=O)OC2C4=COC=C4)OC5C3(C(CC(=O)C5)CC(=O)OC)C
• SMILES (Isomeric): C[C@@]12CCC3C(=C)C1(CC(=O)O[C@H]2C4=COC=C4)OC5[C@]3(C(CC(=O)C5)CC(=O)OC)C
• InChI: InChI=1S/C25H30O7/c1-14-18-5-7-23(2)22(15-6-8-30-13-15)31-21(28)12-25(14,23)32-19-11-17(26)9-16(24(18,19)3)10-20(27)29-4/h6,8,13,16,18-19,22H,1,5,7,9-12H2,2-4H3/t16?,18?,19?,22-,23-,24-,25?/m0/s1
• InChI Key: VWYZCCYUYNSMPW-XZGGYUOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₇
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.19915329 g/mol
• Topological Polar Surface Area (TPSA): 92.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.6697	66.97%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7363	73.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.6827	68.27%
OATP1B3 inhibitior	-	0.4013	40.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7927	79.27%
P-glycoprotein inhibitior	+	0.7316	73.16%
P-glycoprotein substrate	+	0.5550	55.50%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	+	0.6972	69.72%
CYP2C9 inhibition	-	0.8530	85.30%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.7344	73.44%
CYP2C8 inhibition	+	0.7110	71.10%
CYP inhibitory promiscuity	-	0.6236	62.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7013	70.13%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6273	62.73%
Acute Oral Toxicity (c)	I	0.5174	51.74%
Estrogen receptor binding	+	0.8019	80.19%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	+	0.5885	58.85%
Glucocorticoid receptor binding	+	0.8460	84.60%
Aromatase binding	+	0.8041	80.41%
PPAR gamma	+	0.7171	71.71%
Honey bee toxicity	-	0.8032	80.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.26%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.91%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.27%	90.17%
CHEMBL255	P29275	Adenosine A2b receptor	87.00%	98.59%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.91%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.95%	91.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.58%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.81%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.24%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.62%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.32%	97.14%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.05%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Khaya ivorensis

Cross-Links

• PubChem: 162820484
• LOTUS: LTS0219451
• wikiData: Q105298361