3''-O-Acetylcolubrin

Details

• Internal ID: 0584cfee-84a9-40d9-81ce-32147732ea82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl] acetate
• InChI: InChI=1S/C50H78O19/c1-23(2)16-26-17-48(9,59)41-27-10-11-32-46(7)14-13-33(45(5,6)31(46)12-15-47(32,8)49(27)21-50(41,69-26)62-22-49)66-43-39(64-25(4)53)37(29(55)20-61-43)67-44-40(68-42-36(58)34(56)28(54)19-60-42)38(63-24(3)52)35(57)30(18-51)65-44/h16,26-44,51,54-59H,10-15,17-22H2,1-9H3/t26-,27+,28+,29-,30+,31-,32+,33-,34-,35+,36+,37-,38-,39+,40+,41-,42-,43-,44-,46-,47+,48-,49-,50-/m0/s1
• InChI Key: VDDYTHKMSAIZGZ-VWKGKGBISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₁₉
• Molecular Weight: 983.10 g/mol
• Exact Mass: 982.51373025 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• [(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S)-3-Acetyloxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7917	79.17%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8458	84.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.5712	57.12%
CYP3A4 substrate	+	0.7585	75.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8360	83.60%
CYP2C9 inhibition	-	0.8351	83.51%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.7429	74.29%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5431	54.31%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5151	51.51%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7405	74.05%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6616	66.16%
Acute Oral Toxicity (c)	I	0.4634	46.34%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.7737	77.37%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.8254	82.54%
Honey bee toxicity	-	0.5833	58.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9655	96.55%

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	98.40%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	95.63%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	94.91%	95.92%
CHEMBL2581	P07339	Cathepsin D	93.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.10%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.92%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.42%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.41%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.04%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.52%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.50%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.30%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	88.25%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.01%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.05%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.85%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.66%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.38%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.05%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.04%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.88%	89.05%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.48%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.50%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.35%	96.95%
CHEMBL204	P00734	Thrombin	82.89%	96.01%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.27%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.97%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.39%	97.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.30%	85.30%
CHEMBL5028	O14672	ADAM10	80.32%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Colubrina asiatica

Cross-Links

• PubChem: 21609784
• LOTUS: LTS0054879
• wikiData: Q105284105