[(1S,3S,5Z,7R,8E,11S,12S,13E,15R,17R,21R,23R,25S)-12-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-25-yl] 3-methylbutanoate

Details

• Internal ID: 9969cff5-bc35-4c34-87cb-d524c8ce5a17
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,3S,5Z,7R,8E,11S,12S,13E,15R,17R,21R,23R,25S)-12-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-25-yl] 3-methylbutanoate
• InChI: InChI=1S/C44H66O17/c1-24(2)13-38(50)59-35-22-32-19-29(47)20-39(51)58-34(25(3)45)21-31-17-28(18-37(49)55-10)40(56-26(4)46)44(53,61-31)41(5,6)12-11-30-14-27(16-36(48)54-9)15-33(57-30)23-43(52,60-32)42(35,7)8/h11-12,16,18,24-25,29-35,40,45,47,52-53H,13-15,17,19-23H2,1-10H3/b12-11+,27-16+,28-18+/t25-,29-,30+,31-,32-,33+,34-,35+,40+,43+,44-/m1/s1
• InChI Key: JEHAMBABWZFXRB-VLDMEYGPSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₆O₁₇
• Molecular Weight: 867.00 g/mol
• Exact Mass: 866.43000063 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL499692
• JEHAMBABWZFXRB-VLDMEYGPSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9372	93.72%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7108	71.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7978	79.78%
OATP1B3 inhibitior	+	0.8073	80.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.7769	77.69%
P-glycoprotein substrate	+	0.7692	76.92%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.8628	86.28%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.9486	94.86%
CYP2C8 inhibition	+	0.7141	71.41%
CYP inhibitory promiscuity	-	0.9448	94.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.6616	66.16%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7129	71.29%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.5126	51.26%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5396	53.96%
Acute Oral Toxicity (c)	I	0.4107	41.07%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.6158	61.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5349	53.49%
Fish aquatic toxicity	+	0.9405	94.05%

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	99.45%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	99.12%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	98.88%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.29%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.75%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.85%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.97%	92.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.91%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.61%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.47%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.42%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.37%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.19%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.05%	89.50%
CHEMBL4208	P20618	Proteasome component C5	82.51%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.01%	83.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.64%	94.80%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.57%	82.50%
CHEMBL5028	O14672	ADAM10	80.35%	97.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.04%	99.00%

Plants that contains it

• Chamaemelum nobile

Cross-Links

• PubChem: 44559609
• LOTUS: LTS0114993
• wikiData: Q104393919