methyl 2-[(1S,2S,8R,9S,10S,11S,13R,14R,17R)-14-(furan-3-yl)-11,17-dihydroxy-2,7,7,9,13-pentamethyl-6,16-dioxo-3,15-dioxapentacyclo[8.7.0.01,13.02,10.04,9]heptadec-4-en-8-yl]acetate

Details

• Internal ID: f28e77a2-ba5a-4cce-89da-97213e569cc9
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: methyl 2-[(1S,2S,8R,9S,10S,11S,13R,14R,17R)-14-(furan-3-yl)-11,17-dihydroxy-2,7,7,9,13-pentamethyl-6,16-dioxo-3,15-dioxapentacyclo[8.7.0.01,13.02,10.04,9]heptadec-4-en-8-yl]acetate
• InChI: InChI=1S/C27H32O9/c1-22(2)14(9-18(30)33-6)24(4)17(10-15(22)28)36-25(5)26(24)16(29)11-23(3)20(13-7-8-34-12-13)35-21(32)19(31)27(23,25)26/h7-8,10,12,14,16,19-20,29,31H,9,11H2,1-6H3/t14-,16-,19-,20-,23-,24+,25-,26+,27+/m0/s1
• InChI Key: FTFQECABUHFREG-IUCUEDCESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₉
• Molecular Weight: 500.50 g/mol
• Exact Mass: 500.20463259 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.6814	68.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7066	70.66%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	-	0.4039	40.39%
OATP1B3 inhibitior	+	0.8243	82.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8521	85.21%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.6166	61.66%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	+	0.7787	77.87%
CYP2C9 inhibition	-	0.7496	74.96%
CYP2C19 inhibition	-	0.8251	82.51%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8829	88.29%
CYP2C8 inhibition	+	0.6588	65.88%
CYP inhibitory promiscuity	-	0.6231	62.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5637	56.37%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.6656	66.56%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8502	85.02%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5480	54.80%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5379	53.79%
Acute Oral Toxicity (c)	I	0.6652	66.52%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	+	0.6697	66.97%
Glucocorticoid receptor binding	+	0.8223	82.23%
Aromatase binding	+	0.7218	72.18%
PPAR gamma	+	0.6348	63.48%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.43%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	88.42%	94.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.06%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.77%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.05%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%

Plants that contains it

• Hortia oreadica

Cross-Links

• PubChem: 163009715
• LOTUS: LTS0014691
• wikiData: Q105001027