[(3S,5R,10S,13S,14S,17S)-17-[(2R,5S,6S)-5,6-dihydroxy-6-methyl-7-sulfooxyheptan-2-yl]-17-hydroxy-4,4,10,13,14-pentamethyl-1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 2767296e-6eb7-448b-be42-dc45de511fbe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,10S,13S,14S,17S)-17-[(2R,5S,6S)-5,6-dihydroxy-6-methyl-7-sulfooxyheptan-2-yl]-17-hydroxy-4,4,10,13,14-pentamethyl-1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-yl] acetate
• InChI: InChI=1S/C32H54O9S/c1-20(9-12-25(34)30(7,35)19-40-42(37,38)39)32(36)18-17-29(6)23-10-11-24-27(3,4)26(41-21(2)33)14-15-28(24,5)22(23)13-16-31(29,32)8/h20,24-26,34-36H,9-19H2,1-8H3,(H,37,38,39)/t20-,24+,25+,26+,28-,29+,30+,31+,32+/m1/s1
• InChI Key: YRUAGJPMNPEUMY-NORNMNPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₉S
• Molecular Weight: 614.80 g/mol
• Exact Mass: 614.34885447 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.8035	80.35%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6301	63.01%
OATP2B1 inhibitior	-	0.5583	55.83%
OATP1B1 inhibitior	+	0.7786	77.86%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8526	85.26%
BSEP inhibitior	+	0.8070	80.70%
P-glycoprotein inhibitior	+	0.6919	69.19%
P-glycoprotein substrate	+	0.5390	53.90%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.7759	77.59%
CYP2C19 inhibition	-	0.7662	76.62%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	-	0.7833	78.33%
CYP2C8 inhibition	+	0.4880	48.80%
CYP inhibitory promiscuity	-	0.8652	86.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5500	55.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.8878	88.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3714	37.14%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5229	52.29%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.6558	65.58%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7071	70.71%
Aromatase binding	+	0.7277	72.77%
PPAR gamma	+	0.6110	61.10%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6051	60.51%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	94.36%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.68%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.06%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.67%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.40%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.11%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.94%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.60%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.79%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.78%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.59%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.05%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.85%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.28%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.85%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.58%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.23%	82.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.98%	95.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.61%	89.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.16%	94.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.10%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.83%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.67%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.92%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.86%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.45%	95.38%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.37%	98.57%

Plants that contains it

• Coleus grandidentatus

Cross-Links

• PubChem: 163065868
• LOTUS: LTS0205903
• wikiData: Q105216448