[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(2S,3R,4R,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-2,8a-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] acetate

Details

• Internal ID: 4ef3b687-b393-4894-a814-99def76da271
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(2S,3R,4R,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-2,8a-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] acetate
• InChI: InChI=1S/C47H74O19/c1-21(49)63-37-34(57)33(56)27(19-62-39-35(58)31(54)25(51)17-60-39)64-41(37)65-36-32(55)26(52)18-61-40(36)66-38-24(50)15-43(4)28(44(38,5)20-48)10-11-45(6)29(43)9-8-22-23-14-42(2,3)12-13-47(23,59)30(53)16-46(22,45)7/h8,23-29,31-41,48,50-52,54-59H,9-20H2,1-7H3/t23-,24-,25-,26-,27+,28+,29+,31-,32-,33+,34-,35+,36+,37+,38-,39-,40-,41-,43-,44-,45+,46+,47+/m0/s1
• InChI Key: MVJREIJYDJWWHR-JOJQNPTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₉
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.48243013 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.66
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8966	89.66%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.5550	55.50%
CYP3A4 substrate	+	0.7379	73.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7320	73.20%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4868	48.68%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	-	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7521	75.21%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.8069	80.69%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.96%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.80%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.77%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.42%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	94.40%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.91%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.65%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.08%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.14%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.29%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.79%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.92%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.28%	95.89%
CHEMBL5957	P21589	5'-nucleotidase	85.03%	97.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.86%	99.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.82%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.19%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	82.27%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.16%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.21%	93.04%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.05%	94.33%

Plants that contains it

• Celmisia petriei

Cross-Links

• PubChem: 162852680
• LOTUS: LTS0066243
• wikiData: Q105173090