(2R,3R,4S,5S,6R)-2-[(2R,3R)-3-[(1R,3R,4R,9S,10R,13S,14S,15S)-3,14-dihydroxy-15-(hydroxymethyl)-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a66bb27a-4519-4a87-8f37-6ec546e00448
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,3R)-3-[(1R,3R,4R,9S,10R,13S,14S,15S)-3,14-dihydroxy-15-(hydroxymethyl)-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCCC2(C1C(CC34C2CCC(C3)C(C4CO)(C(C(COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1[C@@H](C[C@@]34[C@@H]2CC[C@@H](C3)[C@]([C@@H]4CO)([C@@H]([C@@H](CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)(C)C
• InChI: InChI=1S/C29H50O11/c1-26(2)7-4-8-27(3)18-6-5-14-9-28(18,10-15(32)23(26)27)19(12-31)29(14,38)24(37)16(33)13-39-25-22(36)21(35)20(34)17(11-30)40-25/h14-25,30-38H,4-13H2,1-3H3/t14-,15+,16+,17+,18+,19+,20+,21-,22+,23+,24+,25+,27-,28+,29-/m0/s1
• InChI Key: HXRGVCPDQHZDJX-BFAWNAJLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₁₁
• Molecular Weight: 574.70 g/mol
• Exact Mass: 574.33531241 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5682	56.82%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	0.5909	59.09%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9125	91.25%
P-glycoprotein inhibitior	-	0.4703	47.03%
P-glycoprotein substrate	-	0.6244	62.44%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	+	0.4785	47.85%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7254	72.54%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8189	81.89%
Acute Oral Toxicity (c)	I	0.5167	51.67%
Estrogen receptor binding	+	0.6589	65.89%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	-	0.5563	55.63%
Glucocorticoid receptor binding	+	0.5584	55.84%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.5504	55.04%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8250	82.50%

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	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.31%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	94.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.20%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	90.76%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.34%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.26%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.51%	96.21%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.25%	92.62%
CHEMBL237	P41145	Kappa opioid receptor	85.69%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.49%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.23%	95.83%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.97%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.28%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.08%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.73%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.29%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.28%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.94%	93.04%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.28%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.16%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.27%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162848511
• LOTUS: LTS0144459
• wikiData: Q105035122