[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-dien-10-yl] acetate

Details

• Internal ID: 4664cfaf-8016-412a-a74a-165f1d70097a
• 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-dien-10-yl] acetate
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C4CC(C5C(=CC4(CC3C2=C)O)C=CC(=O)OC5(C)C)OC(=O)C)C
• SMILES (Isomeric): CC1=CCC(OC1=O)C(C)C2CCC3(C4CC(C5C(=CC4(CC3C2=C)O)C=CC(=O)OC5(C)C)OC(=O)C)C
• InChI: InChI=1S/C32H42O7/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/h8-9,11,15,19,22-26,28,36H,2,10,12-14,16H2,1,3-7H3
• InChI Key: BVSAMPPWSKMOPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₇
• Molecular Weight: 538.70 g/mol
• Exact Mass: 538.29305367 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.7804	78.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8015	80.15%
OATP2B1 inhibitior	-	0.7239	72.39%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	-	0.4164	41.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6853	68.53%
BSEP inhibitior	+	0.9576	95.76%
P-glycoprotein inhibitior	+	0.7780	77.80%
P-glycoprotein substrate	+	0.6309	63.09%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9185	91.85%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.7374	73.74%
CYP2C19 inhibition	-	0.8647	86.47%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	+	0.5984	59.84%
CYP inhibitory promiscuity	-	0.9537	95.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9363	93.63%
Skin irritation	+	0.5385	53.85%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7803	78.03%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.3270	32.70%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7920	79.20%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.7192	71.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	97.00%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.45%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.70%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.42%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.28%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.98%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.99%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.54%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.31%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.24%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.52%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.73%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	82.31%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.27%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.59%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.16%	94.00%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 75058745
• LOTUS: LTS0159428
• wikiData: Q104946825