[(1S,2R,4S,5R,9S,10S,11S,12R)-12-hydroxy-2,12-dimethyl-8-methylidene-7-oxo-3,6-dioxatetracyclo[9.3.0.02,4.05,9]tetradecan-10-yl] acetate

Details

• Internal ID: ce735b24-3afc-4f03-bb69-23c4ad565d5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(1S,2R,4S,5R,9S,10S,11S,12R)-12-hydroxy-2,12-dimethyl-8-methylidene-7-oxo-3,6-dioxatetracyclo[9.3.0.02,4.05,9]tetradecan-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(C3C(O3)(C4C1C(CC4)(C)O)C)OC(=O)C2=C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@H]([C@H]3[C@](O3)([C@@H]4[C@@H]1[C@](CC4)(C)O)C)OC(=O)C2=C
• InChI: InChI=1S/C17H22O6/c1-7-10-12(21-8(2)18)11-9(5-6-16(11,3)20)17(4)14(23-17)13(10)22-15(7)19/h9-14,20H,1,5-6H2,2-4H3/t9-,10-,11-,12-,13+,14-,16+,17+/m0/s1
• InChI Key: BJPVHFNXISJUHL-XICOJIDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	+	0.5189	51.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5280	52.80%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.8626	86.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7592	75.92%
BSEP inhibitior	-	0.9509	95.09%
P-glycoprotein inhibitior	-	0.7683	76.83%
P-glycoprotein substrate	-	0.8015	80.15%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	+	0.5379	53.79%
CYP2C9 inhibition	-	0.7047	70.47%
CYP2C19 inhibition	-	0.7574	75.74%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.5375	53.75%
CYP2C8 inhibition	-	0.7336	73.36%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4888	48.88%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8365	83.65%
Skin irritation	-	0.5419	54.19%
Skin corrosion	-	0.8495	84.95%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6978	69.78%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5944	59.44%
skin sensitisation	-	0.7869	78.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8534	85.34%
Acute Oral Toxicity (c)	III	0.3978	39.78%
Estrogen receptor binding	+	0.7679	76.79%
Androgen receptor binding	+	0.6528	65.28%
Thyroid receptor binding	+	0.7156	71.56%
Glucocorticoid receptor binding	+	0.5974	59.74%
Aromatase binding	-	0.5508	55.08%
PPAR gamma	+	0.5726	57.26%
Honey bee toxicity	-	0.6564	65.64%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9381	93.81%

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	94.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.92%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.88%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.41%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.21%	93.04%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.98%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.92%	86.33%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%
CHEMBL1871	P10275	Androgen Receptor	80.93%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.19%	93.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.11%	97.28%

Plants that contains it

• Rhanteriopsis bombycina

Cross-Links

• PubChem: 163096684
• LOTUS: LTS0224278
• wikiData: Q104937253