[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 7d42800e-b38d-4472-9839-797187b99179
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)C)O)O)O)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CCC(=C)C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)CO)O[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)C)O)O)O)C)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C60H94O27/c1-24-11-16-60(55(76)87-53-46(74)42(70)39(67)31(82-53)21-79-50-47(75)43(71)48(32(83-50)22-77-27(4)62)85-51-44(72)40(68)36(64)25(2)80-51)18-17-58(7)28(29(60)19-24)9-10-34-56(5)14-13-35(57(6,23-61)33(56)12-15-59(34,58)8)84-54-49(38(66)30(63)20-78-54)86-52-45(73)41(69)37(65)26(3)81-52/h9,25-26,29-54,61,63-75H,1,10-23H2,2-8H3/t25-,26-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51-,52-,53-,54-,56-,57-,58+,59+,60-/m0/s1
• InChI Key: ZWYKDDVVXUXZHA-VRVJSPLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₄O₂₇
• Molecular Weight: 1247.40 g/mol
• Exact Mass: 1246.59824772 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6730	67.30%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	-	0.2951	29.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	+	0.9582	95.82%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6366	63.66%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.7559	75.59%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	+	0.7993	79.93%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.5116	51.16%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7768	77.68%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8615	86.15%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	+	0.7554	75.54%
Androgen receptor binding	+	0.7501	75.01%
Thyroid receptor binding	+	0.6495	64.95%
Glucocorticoid receptor binding	+	0.7764	77.64%
Aromatase binding	+	0.6658	66.58%
PPAR gamma	+	0.8405	84.05%
Honey bee toxicity	-	0.6404	64.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.08%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL5028	O14672	ADAM10	88.35%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.74%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.45%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	85.55%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.39%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.78%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.77%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.45%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.01%	89.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.28%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	81.08%	98.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.66%	96.77%

Plants that contains it

• Hedera helix

Cross-Links

• PubChem: 163002016
• LOTUS: LTS0018348
• wikiData: Q105385316