(3R,5R)-3-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5-(2-methylprop-1-enyl)oxolan-2-one

Details

• Internal ID: cf6987dd-602c-44ca-b98a-44136ae0bf17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3R,5R)-3-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5-(2-methylprop-1-enyl)oxolan-2-one
• SMILES (Canonical): CC(=CC1CC(C(=O)O1)(C2CCC3(C2CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)O)C
• SMILES (Isomeric): CC(=C[C@H]1C[C@](C(=O)O1)([C@H]2CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)C)C)O)C
• InChI: InChI=1S/C41H66O13/c1-20(2)16-21-17-41(49,36(48)51-21)23-10-14-39(6)22(23)8-9-27-38(5)13-12-28(37(3,4)26(38)11-15-40(27,39)7)53-35-32(47)33(30(45)25(18-42)52-35)54-34-31(46)29(44)24(43)19-50-34/h16,21-35,42-47,49H,8-15,17-19H2,1-7H3/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30+,31+,32+,33-,34-,35-,38-,39+,40+,41+/m0/s1
• InChI Key: CGCPPCPITJLMAS-NIIPZHRFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8592	85.92%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8477	84.77%
OATP2B1 inhibitior	-	0.8721	87.21%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4785	47.85%
P-glycoprotein inhibitior	+	0.7788	77.88%
P-glycoprotein substrate	-	0.5505	55.05%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.8944	89.44%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.9128	91.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5693	56.93%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7467	74.67%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	I	0.7858	78.58%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	-	0.5929	59.29%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.6570	65.70%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.5753	57.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9609	96.09%

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	95.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	91.21%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.33%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.05%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.33%	97.14%
CHEMBL2581	P07339	Cathepsin D	86.29%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.78%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.64%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.48%	94.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.29%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.20%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.84%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.63%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.11%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.90%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.68%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 71467396
• NPASS: NPC25868