[(1S,2S,3S,5R,8R,10S,12R,15R)-5,10,15-trimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-oxo-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadecan-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 5ebf441c-1d41-4bd5-b0e2-fa1e5b26aac4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,2S,3S,5R,8R,10S,12R,15R)-5,10,15-trimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-oxo-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadecan-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(CC3(C(O3)CCC4(C1O4)C)C)OC(=O)C2(C)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H]2[C@@H](C[C@]3([C@H](O3)CC[C@@]4([C@H]1O4)C)C)OC(=O)[C@]2(C)OC(=O)/C(=C\C)/C
• InChI: InChI=1S/C25H34O8/c1-8-13(3)20(26)30-18-17-15(29-22(28)25(17,7)33-21(27)14(4)9-2)12-24(6)16(31-24)10-11-23(5)19(18)32-23/h8-9,15-19H,10-12H2,1-7H3/b13-8-,14-9-/t15-,16-,17+,18+,19+,23-,24+,25-/m1/s1
• InChI Key: XYXAYBUVLPKFTC-XUEPGXCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.22536804 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.5405	54.05%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9178	91.78%
P-glycoprotein inhibitior	+	0.8540	85.40%
P-glycoprotein substrate	-	0.6125	61.25%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	0.6331	63.31%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.7832	78.32%
CYP2C9 inhibition	-	0.8512	85.12%
CYP2C19 inhibition	-	0.8672	86.72%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	+	0.6352	63.52%
CYP2C8 inhibition	-	0.7936	79.36%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5146	51.46%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.8871	88.71%
Skin irritation	-	0.5227	52.27%
Skin corrosion	-	0.8797	87.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4185	41.85%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.7767	77.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7647	76.47%
Acute Oral Toxicity (c)	III	0.4586	45.86%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.6222	62.22%
Glucocorticoid receptor binding	+	0.7344	73.44%
Aromatase binding	+	0.6395	63.95%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.6627	66.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.94%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.18%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.66%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.18%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.07%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.34%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.98%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.58%	93.03%

Plants that contains it

• Daucus rouyi

Cross-Links

• PubChem: 101260396
• LOTUS: LTS0163538
• wikiData: Q105344724