(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-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: b20ddf91-4954-4cb5-8c2b-7c25d7d4ea15
• 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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-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/C63H98O24/c1-28(2)15-14-16-30(5)23-39(68)83-51-52(87-54(78)29(3)4)63(27-66)33(24-58(51,7)8)32-17-18-37-60(11)21-20-38(59(9,10)36(60)19-22-61(37,12)62(32,13)49(74)50(63)75)82-57-48(86-56-44(73)42(71)40(69)34(25-64)80-56)46(79-31(6)67)45(47(85-57)53(76)77)84-55-43(72)41(70)35(26-65)81-55/h15,17,23,29,33-38,40-52,55-57,64-66,69-75H,14,16,18-22,24-27H2,1-13H3,(H,76,77)/b30-23+/t33-,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-/m0/s1
• InChI Key: XPBNJNXKQVWGAY-MQQMKSIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₉₈O₂₄
• Molecular Weight: 1239.40 g/mol
• Exact Mass: 1238.64480399 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8938	89.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7712	77.12%
OATP1B3 inhibitior	-	0.2400	24.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9666	96.66%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6354	63.54%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.7853	78.53%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5513	55.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7273	72.73%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.6294	62.94%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	+	0.7032	70.32%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.6992	69.92%
PPAR gamma	+	0.8153	81.53%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	99.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.74%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.68%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.55%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.83%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.29%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.80%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.65%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.34%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.72%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.09%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.92%	96.21%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.82%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.69%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	83.46%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.55%	97.14%
CHEMBL5028	O14672	ADAM10	82.49%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.48%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.45%	96.47%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.48%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.25%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.45%	93.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.09%	82.50%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 163194652
• LOTUS: LTS0131631
• wikiData: Q105338128