(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9,10-dibenzoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 68727588-9f8d-449f-b8a7-f29d31e2fbd8
• 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,8R,8aR,9R,10R,12aS,14aR,14bR)-9,10-dibenzoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7)CO)O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC([C@H]([C@@H]5OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7)(C)C)CO)O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C61H84O22/c1-56(2)24-32-31-18-19-36-58(5)22-21-38(78-55-47(81-54-43(70)41(68)40(67)34(26-62)77-54)45(44(71)46(80-55)50(72)73)79-53-42(69)39(66)33(64)27-76-53)57(3,4)35(58)20-23-59(36,6)60(31,7)25-37(65)61(32,28-63)49(83-52(75)30-16-12-9-13-17-30)48(56)82-51(74)29-14-10-8-11-15-29/h8-18,32-49,53-55,62-71H,19-28H2,1-7H3,(H,72,73)/t32-,33+,34+,35-,36+,37+,38-,39-,40-,41-,42+,43+,44-,45-,46-,47+,48-,49-,53-,54-,55+,58-,59+,60+,61-/m0/s1
• InChI Key: PQSYDERHCQJURP-NFEXGVPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₈₄O₂₂
• Molecular Weight: 1169.30 g/mol
• Exact Mass: 1168.54542430 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7788	77.88%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7507	75.07%
OATP1B3 inhibitior	-	0.3547	35.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9557	95.57%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.5286	52.86%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.8312	83.12%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.6594	65.94%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7576	75.76%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8539	85.39%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.6835	68.35%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.7865	78.65%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.8091	80.91%
Honey bee toxicity	-	0.6624	66.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	97.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.92%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	90.56%	92.98%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.44%	89.44%
CHEMBL5028	O14672	ADAM10	89.39%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.34%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.72%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.67%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.07%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	85.59%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.92%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.54%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.47%	91.65%

Plants that contains it

• Barringtonia acutangula

Cross-Links

• PubChem: 11263332
• LOTUS: LTS0109678
• wikiData: Q105213426