[(3R,4S,5S)-6-[[(2R,3R,4aR,5R,6aR,6aR,6bR,8S,10S,12aR,14aR)-3,8,10-trihydroxy-4,4,6a,6b,9,9,12a-heptamethyl-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydro-1H-picen-5-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: 1f6b92e4-ec4e-4455-b06e-7cdd0ae7d931
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(3R,4S,5S)-6-[[(2R,3R,4aR,5R,6aR,6aR,6bR,8S,10S,12aR,14aR)-3,8,10-trihydroxy-4,4,6a,6b,9,9,12a-heptamethyl-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydro-1H-picen-5-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1COC(C(C1O)O)OC2CC3(C(CCC4C3(CC(C5C4(CCC(C5(C)C)O)C)O)C)C6C2C(C(C(C6)OC7C(C(C(C(O7)CO)O)O)O)O)(C)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1COC([C@H]([C@@H]1O)O)O[C@@H]2C[C@@]3([C@H](CC[C@H]4[C@]3(C[C@@H](C5[C@@]4(CC[C@@H](C5(C)C)O)C)O)C)C6[C@@H]2C([C@H]([C@@H](C6)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)(C)C)C
• InChI: InChI=1S/C42H70O15/c1-18(44)54-25-17-53-36(32(50)30(25)48)56-23-15-41(7)20(9-10-26-40(6)12-11-27(46)38(2,3)34(40)21(45)14-42(26,41)8)19-13-22(35(52)39(4,5)28(19)23)55-37-33(51)31(49)29(47)24(16-43)57-37/h19-37,43,45-52H,9-17H2,1-8H3/t19?,20-,21+,22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34?,35+,36?,37?,40-,41-,42-/m1/s1
• InChI Key: UZWOZRDFWPXGSK-FZKONZGJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₅
• Molecular Weight: 815.00 g/mol
• Exact Mass: 814.47147152 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4664	46.64%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7843	78.43%
OATP2B1 inhibitior	-	0.8679	86.79%
OATP1B1 inhibitior	+	0.8500	85.00%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7566	75.66%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	-	0.5060	50.60%
CYP3A4 substrate	+	0.7513	75.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	+	0.6623	66.23%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6585	65.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.6564	65.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6302	63.02%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9183	91.83%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.6599	65.99%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	-	0.6005	60.05%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.5684	56.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.8193	81.93%

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	98.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.38%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.99%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.47%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.01%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.21%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	87.84%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.69%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.53%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.42%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.26%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	85.80%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.12%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.03%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.79%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.84%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	83.59%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.20%	89.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.00%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.81%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.28%	89.05%

Plants that contains it

• Spergula fallax

Cross-Links

• PubChem: 162817394
• LOTUS: LTS0058735
• wikiData: Q105282521