[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-acetyloxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl] acetate

Details

• Internal ID: f8ce290e-d772-408e-a315-02e9a4e84887
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-acetyloxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC45C3(CC(C6(C4CC(CC6)(C)C)CO5)OC(=O)C)C)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@]45[C@@H]6CC(CC[C@]6(CO4)[C@@H](C[C@]5([C@@]3(CC[C@H]2C1(C)C)C)C)OC(=O)C)(C)C)C
• InChI: InChI=1S/C34H54O5/c1-21(35)38-26-12-13-30(7)23(29(26,5)6)10-14-31(8)24(30)11-15-34-25-18-28(3,4)16-17-33(25,20-37-34)27(39-22(2)36)19-32(31,34)9/h23-27H,10-20H2,1-9H3/t23-,24+,25+,26-,27+,30-,31+,32-,33+,34-/m0/s1
• InChI Key: ZKWCXYQXTFXICY-SDZBBUGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₅
• Molecular Weight: 542.80 g/mol
• Exact Mass: 542.39712482 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 7.49
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8137	81.37%
P-glycoprotein inhibitior	+	0.6885	68.85%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	+	0.6958	69.58%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.6321	63.21%
CYP2C19 inhibition	-	0.7081	70.81%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.8530	85.30%
CYP2C8 inhibition	-	0.6023	60.23%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8722	87.22%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9023	90.23%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7110	71.10%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6591	65.91%
Acute Oral Toxicity (c)	III	0.5601	56.01%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.7298	72.98%
Thyroid receptor binding	+	0.5647	56.47%
Glucocorticoid receptor binding	+	0.7061	70.61%
Aromatase binding	+	0.7450	74.50%
PPAR gamma	+	0.7423	74.23%
Honey bee toxicity	-	0.7018	70.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9911	99.11%

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	95.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.37%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.53%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.58%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.79%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.86%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.79%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.47%	91.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.41%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.68%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.63%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.62%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.38%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.96%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.63%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.03%	100.00%

Plants that contains it

• Embelia schimperi
• Lepisorus thunbergianus
• Rhododendron aureum

Cross-Links

• PubChem: 101426131
• NPASS: NPC157870
• LOTUS: LTS0049074
• wikiData: Q105378776