(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 6e0c235a-3045-4b14-9632-adedc675ea62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C63H92O24/c1-11-29(2)54(78)87-52-51(83-39(68)20-17-31-15-13-12-14-16-31)58(4,5)25-33-32-18-19-37-60(8)23-22-38(59(6,7)36(60)21-24-61(37,9)62(32,10)49(74)50(75)63(33,52)28-66)82-57-48(86-56-44(73)42(71)40(69)34(26-64)80-56)46(79-30(3)67)45(47(85-57)53(76)77)84-55-43(72)41(70)35(27-65)81-55/h12-18,20,29,33-38,40-52,55-57,64-66,69-75H,11,19,21-28H2,1-10H3,(H,76,77)/b20-17+/t29-,33+,34-,35+,36+,37-,38+,40-,41+,42+,43-,44-,45+,46+,47+,48-,49+,50-,51+,52+,55+,56+,57-,60+,61-,62+,63+/m1/s1
• InChI Key: WGKUXTOLBLXVJK-CIDYKJIASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₉₂O₂₄
• Molecular Weight: 1233.40 g/mol
• Exact Mass: 1232.59785380 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9076	90.76%
Caco-2	-	0.8613	86.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8622	86.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7769	77.69%
OATP1B3 inhibitior	-	0.2204	22.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9763	97.63%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.6585	65.85%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.5069	50.69%
CYP2C9 inhibition	-	0.7678	76.78%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.8306	83.06%
CYP2C8 inhibition	+	0.8254	82.54%
CYP inhibitory promiscuity	-	0.7955	79.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.5810	58.10%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7629	76.29%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7657	76.57%
skin sensitisation	-	0.9037	90.37%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8876	88.76%
Acute Oral Toxicity (c)	III	0.6591	65.91%
Estrogen receptor binding	+	0.6461	64.61%
Androgen receptor binding	+	0.7679	76.79%
Thyroid receptor binding	+	0.7049	70.49%
Glucocorticoid receptor binding	+	0.8185	81.85%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.8111	81.11%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	99.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.39%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.22%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.97%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.37%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.20%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.67%	95.50%
CHEMBL5028	O14672	ADAM10	89.26%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.88%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.33%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.39%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.51%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.16%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	83.89%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.87%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.80%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.39%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.34%	96.47%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.43%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.04%	95.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.15%	93.00%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 163191749
• LOTUS: LTS0108996
• wikiData: Q105304595