[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,8,11a-pentamethyl-9-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 0adbb6af-ebe5-44ee-9aa4-b1e31e556ad0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,8,11a-pentamethyl-9-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CCC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6(C(C(C(C(O6)CO)O)O)O)O)C)C(=O)OC7(C(C(C(C(O7)COC8(C(C(C(C(O8)CO)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CCC(=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)C)O[C@]6([C@H](C([C@@H](C(O6)CO)O)O)O)O)C)C(=O)O[C@]7([C@H](C([C@@H](C(O7)CO[C@]8([C@H](C([C@@H](C(O8)CO)OC9[C@H]([C@H]([C@@H]([C@H](O9)C)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C55H90O25/c1-9-23(2)25-12-17-52(47(69)80-55(72)44(67)39(63)36(60)29(78-55)22-73-53(70)45(68)41(65)42(28(21-57)77-53)75-46-40(64)37(61)34(58)24(3)74-46)19-18-50(7)26(33(25)52)10-11-31-49(6)15-14-32(48(4,5)30(49)13-16-51(31,50)8)79-54(71)43(66)38(62)35(59)27(20-56)76-54/h24-46,56-68,70-72H,2,9-22H2,1,3-8H3/t24-,25+,26-,27?,28?,29?,30+,31-,32-,33-,34-,35-,36-,37+,38?,39?,40+,41?,42-,43+,44+,45+,46?,49+,50-,51-,52+,53+,54-,55-/m1/s1
• InChI Key: GKKVINFASJRLSM-MBRKSQDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₅
• Molecular Weight: 1151.30 g/mol
• Exact Mass: 1150.57711835 g/mol
• Topological Polar Surface Area (TPSA): 415.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 25
• H-Bond Donor: 16
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8624	86.24%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7633	76.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	+	0.8107	81.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.8773	87.73%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6313	63.13%
CYP3A4 substrate	+	0.7404	74.04%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	+	0.8072	80.72%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6466	64.66%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.6289	62.89%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7709	77.09%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7623	76.23%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8996	89.96%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7731	77.31%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.7533	75.33%
Aromatase binding	+	0.6730	67.30%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.6110	61.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.91%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.52%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.70%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.19%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.76%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.58%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.56%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.29%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.39%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.15%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.14%	95.56%
CHEMBL233	P35372	Mu opioid receptor	83.86%	97.93%
CHEMBL5028	O14672	ADAM10	83.45%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.41%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	81.82%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.65%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.26%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817476
• LOTUS: LTS0078706
• wikiData: Q105010110