[1-Hydroxy-8,8,13-trimethyl-17-methylidene-16-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,18]nonadeca-2,4,15-trien-10-yl] acetate

Details

• Internal ID: adda4137-0b22-4207-8ed3-707af0aa11ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [1-hydroxy-8,8,13-trimethyl-17-methylidene-16-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,18]nonadeca-2,4,15-trien-10-yl] acetate
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2=CCC3(C4CC(C5C(=CC4(CC3C2=C)O)C=CC(=O)OC5(C)C)OC(=O)C)C
• SMILES (Isomeric): CC1=CCC(OC1=O)C(C)C2=CCC3(C4CC(C5C(=CC4(CC3C2=C)O)C=CC(=O)OC5(C)C)OC(=O)C)C
• InChI: InChI=1S/C32H40O7/c1-17-8-10-24(38-29(17)35)19(3)22-12-13-31(7)23(18(22)2)16-32(36)15-21-9-11-27(34)39-30(5,6)28(21)25(14-26(31)32)37-20(4)33/h8-9,11-12,15,19,23-26,28,36H,2,10,13-14,16H2,1,3-7H3
• InChI Key: VPYOIPWGVNGDBV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₇
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 1011762-93-8
• 6-O-Acetyllongipedlactone F; 6beta-Acetyloxylongipedlactone A
• 6-O-Acetyllongipedlactone F; 6-Acetyloxylongipedlactone A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.7661	76.61%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	-	0.3146	31.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9836	98.36%
P-glycoprotein inhibitior	+	0.8168	81.68%
P-glycoprotein substrate	+	0.6346	63.46%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9185	91.85%
CYP3A4 inhibition	+	0.5291	52.91%
CYP2C9 inhibition	-	0.7782	77.82%
CYP2C19 inhibition	-	0.8531	85.31%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.8338	83.38%
CYP2C8 inhibition	+	0.6142	61.42%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.5237	52.37%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8294	82.94%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.7629	76.29%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7299	72.99%
Acute Oral Toxicity (c)	I	0.4374	43.74%
Estrogen receptor binding	+	0.8076	80.76%
Androgen receptor binding	+	0.6794	67.94%
Thyroid receptor binding	+	0.6081	60.81%
Glucocorticoid receptor binding	+	0.8376	83.76%
Aromatase binding	+	0.6033	60.33%
PPAR gamma	+	0.6690	66.90%
Honey bee toxicity	-	0.7020	70.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	98.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.10%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.62%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.45%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.59%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.33%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.21%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.10%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.39%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.02%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.42%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.40%	97.21%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.44%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.26%	96.47%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.11%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.83%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.57%	96.77%

Plants that contains it

• Kadsura coccinea
• Kadsura heteroclita

Cross-Links

• PubChem: 74334068
• LOTUS: LTS0127788
• wikiData: Q105291091