methyl 3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-acetyloxy-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate

Details

• Internal ID: 8b20bf85-b920-4ffa-a70b-7c10ececf491
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-acetyloxy-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CC(C3(C2(CCC45C3CCC(C4(C5)CCC(=O)OC)C(=C)C)C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2C[C@@H]([C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@H]([C@]4(C5)CCC(=O)OC)C(=C)C)C)C)OC(=O)C
• InChI: InChI=1S/C33H48O6/c1-19(2)23-10-12-26-31(7)27(38-22(5)34)17-24(21(4)25-11-9-20(3)29(36)39-25)30(31,6)15-16-33(26)18-32(23,33)14-13-28(35)37-8/h9,21,23-27H,1,10-18H2,2-8H3/t21-,23-,24+,25+,26-,27-,30+,31+,32+,33-/m0/s1
• InChI Key: FJYDJZLXDUNZAK-URVUPFPESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₈O₆
• Molecular Weight: 540.70 g/mol
• Exact Mass: 540.34508925 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.7194	71.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.7883	78.83%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.7979	79.79%
P-glycoprotein substrate	+	0.6906	69.06%
CYP3A4 substrate	+	0.7209	72.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	-	0.8405	84.05%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.7052	70.52%
CYP2C8 inhibition	+	0.6718	67.18%
CYP inhibitory promiscuity	-	0.7919	79.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7293	72.93%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.6011	60.11%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5544	55.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7071	70.71%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6163	61.63%
skin sensitisation	-	0.7693	76.93%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6478	64.78%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7235	72.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8282	82.82%
Aromatase binding	+	0.7844	78.44%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	99.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.41%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.01%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.16%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.44%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	89.03%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.00%	97.14%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.09%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.25%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.24%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.14%	93.56%
CHEMBL5028	O14672	ADAM10	83.14%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.73%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.17%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.67%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.58%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.55%	96.77%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.22%	94.00%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 163017650
• LOTUS: LTS0238938
• wikiData: Q104996412