[(1R,5R,6R,9R,12S,15R,19S)-15,19-dihydroxy-6-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(2S,13R,14R,17R)-2-hydroxy-4,4,13-trimethyl-3-oxo-1,2,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadec-2(10)-en-12-yl] hydrogen sulfate

Details

• Internal ID: 7e76b03a-0421-40c2-99a4-586618a0adda
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,5R,6R,9R,12S,15R,19S)-15,19-dihydroxy-6-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(2S,13R,14R,17R)-2-hydroxy-4,4,13-trimethyl-3-oxo-1,2,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadec-2(10)-en-12-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCC1C2(CC(CC(O1)C(C)C3CCC4C3(CCC5=C4CC(C6C57CC(C(C6(C)C)(OC7)O)O)OS(=O)(=O)O)C)C(O2)(C)C)C)C8CCC9C8(CCC1=C9C=CC2=C1CC(C(=O)C2(C)C)O)C
• SMILES (Isomeric): C[C@H](CC[C@H]1[C@]2(C[C@@H](C[C@@H](O1)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3(CCC5=C4C[C@@H](C6[C@]57C[C@@H]([C@@](C6(C)C)(OC7)O)O)OS(=O)(=O)O)C)C(O2)(C)C)C)[C@H]8CC[C@@H]9[C@@]8(CCC1=C9C=CC2=C1C[C@@H](C(=O)C2(C)C)O)C
• InChI: InChI=1S/C57H84O11S/c1-30(37-15-17-40-34-13-14-39-35(33(34)20-22-53(37,40)9)25-43(58)49(60)50(39,3)4)12-19-47-55(11)27-32(52(7,8)68-55)24-44(66-47)31(2)38-16-18-41-36-26-45(67-69(62,63)64)48-51(5,6)57(61)46(59)28-56(48,29-65-57)42(36)21-23-54(38,41)10/h13-14,30-32,37-38,40-41,43-48,58-59,61H,12,15-29H2,1-11H3,(H,62,63,64)/t30-,31+,32-,37-,38-,40+,41+,43+,44-,45+,46+,47+,48?,53-,54-,55-,56+,57+/m1/s1
• InChI Key: TZSISEKODSNRJI-QRRSCBSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₄O₁₁S
• Molecular Weight: 977.30 g/mol
• Exact Mass: 976.57343466 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 9.51
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6104	61.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9620	96.20%
P-glycoprotein inhibitior	+	0.7550	75.50%
P-glycoprotein substrate	+	0.8090	80.90%
CYP3A4 substrate	+	0.7624	76.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7222	72.22%
CYP2C19 inhibition	-	0.6990	69.90%
CYP2D6 inhibition	-	0.8576	85.76%
CYP1A2 inhibition	-	0.6967	69.67%
CYP2C8 inhibition	+	0.7960	79.60%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7458	74.58%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4452	44.52%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5164	51.64%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5112	51.12%
Acute Oral Toxicity (c)	III	0.5780	57.80%
Estrogen receptor binding	+	0.7526	75.26%
Androgen receptor binding	+	0.7789	77.89%
Thyroid receptor binding	+	0.6508	65.08%
Glucocorticoid receptor binding	+	0.7640	76.40%
Aromatase binding	+	0.6301	63.01%
PPAR gamma	+	0.7910	79.10%
Honey bee toxicity	-	0.6204	62.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5053	50.53%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.56%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.82%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.51%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.25%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.60%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.98%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	92.79%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.98%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL4444	P04070	Vitamin K-dependent protein C	90.95%	93.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.52%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.14%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.62%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.04%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.15%	97.14%
CHEMBL238	Q01959	Dopamine transporter	86.60%	95.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.37%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.18%	97.28%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.37%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.95%	95.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.45%	95.69%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.82%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.18%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101042759
• LOTUS: LTS0163580
• wikiData: Q105268360