methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 5de2ea08-8425-4d67-b920-929c51c29516
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)CO)O)O)O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C60H98O27/c1-24-34(65)38(69)43(74)50(79-24)86-47-40(71)37(68)29(21-62)81-53(47)87-48-42(73)41(72)45(49(76)77-9)84-54(48)82-32-13-14-57(5)30(58(32,6)23-63)12-15-60(8)31(57)11-10-25-26-18-55(2,3)19-33(56(26,4)16-17-59(25,60)7)83-52-46(35(66)27(64)22-78-52)85-51-44(75)39(70)36(67)28(20-61)80-51/h10,24,26-48,50-54,61-75H,11-23H2,1-9H3/t24-,26-,27-,28+,29+,30+,31+,32-,33+,34-,35-,36+,37-,38+,39-,40-,41-,42-,43+,44+,45-,46+,47+,48+,50-,51-,52-,53-,54+,56+,57-,58+,59+,60+/m0/s1
• InChI Key: KIADFIWOKQFFAY-UHFVFFEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₈O₂₇
• Molecular Weight: 1251.40 g/mol
• Exact Mass: 1250.62954785 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.92
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9129	91.29%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.5137	51.37%
CYP3A4 substrate	+	0.7411	74.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	+	0.7599	75.99%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7819	78.19%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.7680	76.80%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.8226	82.26%
Honey bee toxicity	-	0.6543	65.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	98.35%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.45%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.93%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.34%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.72%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.39%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.21%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.77%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.44%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.05%	93.00%
CHEMBL5028	O14672	ADAM10	81.80%	97.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.72%	87.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.81%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 21636205
• NPASS: NPC155251
• LOTUS: LTS0102474
• wikiData: Q105141409