(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: d14cb1fd-d282-48e6-9548-c8bd37b5b9f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)CO)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@@H]5CC(CC6)(C)C)C(=O)O)C)C)C)CO)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C44H71NO13/c1-22(48)45-30-32(50)35(58-37-34(52)33(51)31(49)25(20-46)55-37)26(21-47)56-36(30)57-29-12-13-41(6)27(40(29,4)5)11-14-43(8)28(41)10-9-23-24-19-39(2,3)15-17-44(24,38(53)54)18-16-42(23,43)7/h9,24-37,46-47,49-52H,10-21H2,1-8H3,(H,45,48)(H,53,54)/t24-,25-,26-,27+,28-,29+,30-,31+,32-,33+,34-,35-,36+,37+,41+,42-,43-,44+/m1/s1
• InChI Key: UXWMRHWGZQOESZ-CKHZVPKISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₁NO₁₃
• Molecular Weight: 822.00 g/mol
• Exact Mass: 821.49254132 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5111	51.11%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7506	75.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3769	37.69%
OATP1B3 inhibitior	+	0.8607	86.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.8005	80.05%
P-glycoprotein inhibitior	+	0.7597	75.97%
P-glycoprotein substrate	-	0.7421	74.21%
CYP3A4 substrate	+	0.7201	72.01%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.9185	91.85%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.8964	89.64%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	+	0.6737	67.37%
CYP inhibitory promiscuity	-	0.8473	84.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6642	66.42%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.9270	92.70%
skin sensitisation	-	0.8578	85.78%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6019	60.19%
Acute Oral Toxicity (c)	III	0.6963	69.63%
Estrogen receptor binding	+	0.7601	76.01%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	-	0.6370	63.70%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.6693	66.93%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.6799	67.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9405	94.05%

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	97.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.50%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	85.42%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.93%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.88%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.34%	96.21%
CHEMBL5028	O14672	ADAM10	83.07%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.05%	97.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.49%	96.90%

Plants that contains it

• Tetrapleura tetraptera

Cross-Links

• PubChem: 162969490
• LOTUS: LTS0127196
• wikiData: Q105281096