[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-6-[(E,4S)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-15-hydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-3-yl] acetate

Details

• Internal ID: cfe43578-97f1-4245-8488-01edf3e16039
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,2S,3R,5R,6S,9R,10R,13R,15S)-6-[(E,4S)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-15-hydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-3-yl] acetate
• SMILES (Canonical): CC(=CC(C1C(O1)(C)C)O)C2CCC3(C2CC(C4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)OC(=O)C)C
• SMILES (Isomeric): C/C(=C\[C@@H]([C@H]1C(O1)(C)C)O)/[C@H]2CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@]46CC[C@@](C5(C)C)(OC6)O)C)OC(=O)C)C
• InChI: InChI=1S/C32H50O6/c1-18(15-22(34)26-28(5,6)38-26)20-9-11-29(7)21(20)16-23(37-19(2)33)25-30(29,8)12-10-24-27(3,4)32(35)14-13-31(24,25)17-36-32/h15,20-26,34-35H,9-14,16-17H2,1-8H3/b18-15+/t20-,21-,22+,23-,24+,25+,26+,29-,30-,31-,32+/m1/s1
• InChI Key: XINNAOZRAIWLII-NYXSPQKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₆
• Molecular Weight: 530.70 g/mol
• Exact Mass: 530.36073931 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.6619	66.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8299	82.99%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8641	86.41%
P-glycoprotein inhibitior	+	0.6581	65.81%
P-glycoprotein substrate	-	0.5151	51.51%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8811	88.11%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.7590	75.90%
CYP2C8 inhibition	+	0.6619	66.19%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5867	58.67%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.5161	51.61%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6816	68.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8375	83.75%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6219	62.19%
Acute Oral Toxicity (c)	I	0.4925	49.25%
Estrogen receptor binding	+	0.7410	74.10%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.7462	74.62%
Aromatase binding	+	0.7349	73.49%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.6388	63.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.17%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.95%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	93.49%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.62%	97.28%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.86%	96.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.50%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.33%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.30%	97.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.70%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.68%	95.58%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.62%	98.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.60%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.58%	96.77%
CHEMBL259	P32245	Melanocortin receptor 4	86.82%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.57%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.40%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.29%	89.05%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.73%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.69%	89.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.28%	97.53%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.18%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.11%	96.47%
CHEMBL4302	P08183	P-glycoprotein 1	84.07%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.91%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.66%	95.71%
CHEMBL233	P35372	Mu opioid receptor	82.52%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.69%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.06%	92.88%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.25%	85.83%

Plants that contains it

• Varronia multispicata

Cross-Links

• PubChem: 162940425
• LOTUS: LTS0253499
• wikiData: Q105328606