CID 91884878

Details

• Internal ID: ae69cd49-429a-4a0e-bb46-a97d0e37f01a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CC(C6C7(C(=O)C=C(O7)C(C)C)C)O)C)C)C)C3(C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@@H]3CC[C@@H]4C(=CC[C@@H]5[C@]4(C(=O)C[C@]6([C@]5(C[C@H]([C@@H]6[C@@]7(C(=O)C=C(O7)C(C)C)C)O)C)C)C)C3(C)C)O)O)O)O)O
• InChI: InChI=1S/C41H62O13/c1-18(2)24-14-26(44)41(9,54-24)34-22(42)15-38(6)25-12-10-20-21(40(25,8)27(45)16-39(34,38)7)11-13-28(37(20,4)5)52-36-33(30(47)23(43)17-50-36)53-35-32(49)31(48)29(46)19(3)51-35/h10,14,18-19,21-23,25,28-36,42-43,46-49H,11-13,15-17H2,1-9H3/t19-,21+,22+,23+,25-,28+,29-,30-,31+,32+,33+,34-,35-,36-,38-,39+,40-,41-/m0/s1
• InChI Key: WPXIIGGPWPYUSJ-CUXXYAFUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₃
• Molecular Weight: 762.90 g/mol
• Exact Mass: 762.41904203 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• 97230-47-2
• Picfeltarraenin A
• HMS3887E09
• HY-N1474
• s9138
• CCG-270444
• MS-31364
• CS-0016973
• (2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4,5-Dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8903	89.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5197	51.97%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	+	0.6321	63.21%
CYP3A4 substrate	+	0.7249	72.49%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.8364	83.64%
CYP2C9 inhibition	-	0.8325	83.25%
CYP2C19 inhibition	-	0.9359	93.59%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.9284	92.84%
CYP2C8 inhibition	+	0.6390	63.90%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4835	48.35%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9134	91.34%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7012	70.12%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5552	55.52%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8267	82.67%
Acute Oral Toxicity (c)	I	0.7025	70.25%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	+	0.6909	69.09%
PPAR gamma	+	0.7290	72.90%
Honey bee toxicity	-	0.7123	71.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5750	57.50%
Fish aquatic toxicity	+	0.9883	98.83%

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	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	95.34%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.52%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	89.16%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.84%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.65%	97.14%
CHEMBL4208	P20618	Proteasome component C5	87.25%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.12%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.02%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.72%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.00%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.88%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	84.03%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.78%	95.00%
CHEMBL325	Q13547	Histone deacetylase 1	82.19%	95.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.71%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.33%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.51%	92.78%

Plants that contains it

• Picria fel-terrae

Cross-Links

• PubChem: 91884878
• LOTUS: LTS0046243
• wikiData: Q105310245