[(1R,2R,3S,8R,10R,11R,15S,16S)-3-acetyloxy-15-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate

Details

• Internal ID: 04fa18c1-5211-4798-998a-64d275d84775
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,2R,3S,8R,10R,11R,15S,16S)-3-acetyloxy-15-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate
• InChI: InChI=1S/C34H52O10/c1-18(35)42-26-15-24-29(3,4)44-28(38)16-27(43-19(2)36)33(24,9)23-12-13-31(7)21(10-11-22(31)32(23,26)8)20-14-25(37)34(40,41-17-20)30(5,6)39/h11,20-21,23-27,37,39-40H,10,12-17H2,1-9H3/t20-,21+,23+,24+,25-,26-,27+,31+,32+,33-,34+/m1/s1
• InChI Key: RXBPTSDQBCRGFU-ZMRUMRKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₁₀
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.35604785 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9246	92.46%
Caco-2	-	0.8108	81.08%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8590	85.90%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8526	85.26%
BSEP inhibitior	+	0.7671	76.71%
P-glycoprotein inhibitior	+	0.7570	75.70%
P-glycoprotein substrate	-	0.5096	50.96%
CYP3A4 substrate	+	0.7448	74.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.7852	78.52%
CYP2C19 inhibition	-	0.9172	91.72%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7447	74.47%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.5429	54.29%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3749	37.49%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.8839	88.39%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5875	58.75%
Acute Oral Toxicity (c)	I	0.5276	52.76%
Estrogen receptor binding	+	0.7205	72.05%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.5272	52.72%
Glucocorticoid receptor binding	+	0.7803	78.03%
Aromatase binding	+	0.7047	70.47%
PPAR gamma	+	0.6897	68.97%
Honey bee toxicity	-	0.6936	69.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9875	98.75%

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	97.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.03%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.30%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.50%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.66%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.42%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.40%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL5028	O14672	ADAM10	87.52%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.91%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.72%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.08%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.34%	97.28%

Plants that contains it

• Aphanamixis polystachya

Cross-Links

• PubChem: 71726327
• LOTUS: LTS0156122
• wikiData: Q105246910