(2S,3S,4S,5R,6R)-6-[[(1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-3a-carboxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 423700c4-58ce-4dad-88c3-5ce0f97e7a3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-3a-carboxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C(=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C(=O)O
• InChI: InChI=1S/C36H56O10/c1-18(2)19-9-14-36(31(43)44)16-15-34(5)20(24(19)36)7-8-22-32(3)12-11-23(33(4,17-37)21(32)10-13-35(22,34)6)45-30-27(40)25(38)26(39)28(46-30)29(41)42/h19-28,30,37-40H,1,7-17H2,2-6H3,(H,41,42)(H,43,44)/t19-,20+,21+,22+,23-,24+,25-,26-,27+,28-,30+,32-,33-,34+,35+,36-/m0/s1
• InChI Key: UJAPTYDRXNDOKQ-OSFJYEBMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7515	75.15%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	0.5783	57.83%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.8718	87.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6079	60.79%
BSEP inhibitior	-	0.8453	84.53%
P-glycoprotein inhibitior	+	0.6714	67.14%
P-glycoprotein substrate	-	0.6680	66.80%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.8557	85.57%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.7973	79.73%
CYP2C8 inhibition	+	0.7410	74.10%
CYP inhibitory promiscuity	-	0.9093	90.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7424	74.24%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9170	91.70%
Skin irritation	+	0.5380	53.80%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7057	70.57%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7684	76.84%
skin sensitisation	-	0.9279	92.79%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.5037	50.37%
Estrogen receptor binding	+	0.6676	66.76%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	-	0.6060	60.60%
Glucocorticoid receptor binding	+	0.6122	61.22%
Aromatase binding	+	0.6890	68.90%
PPAR gamma	+	0.6558	65.58%
Honey bee toxicity	-	0.7091	70.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	89.63%	97.34%
CHEMBL4040	P28482	MAP kinase ERK2	89.54%	83.82%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.85%	96.38%
CHEMBL233	P35372	Mu opioid receptor	88.65%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.57%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.36%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.29%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.47%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.37%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.37%	82.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.91%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.59%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.19%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL5028	O14672	ADAM10	81.85%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.84%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.68%	91.24%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	81.59%	91.83%
CHEMBL2581	P07339	Cathepsin D	81.33%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.14%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.24%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.00%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102593740
• LOTUS: LTS0165241
• wikiData: Q105273822