[(2R,3S,4R,5R,6R)-6-[[(1R,4S,5R,9R,10S,13R,14R,15R)-14,15-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate

Details

• Internal ID: ca2ccab2-fe91-4ab2-8eec-26f597db52a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[[(1R,4S,5R,9R,10S,13R,14R,15R)-14,15-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4O)(CO)O)C)COC5C(C(C(C(O5)CO)OS(=O)(=O)O)O)O
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@]([C@@H]4O)(CO)O)C)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)OS(=O)(=O)O)O)O
• InChI: InChI=1S/C26H44O12S/c1-23(13-36-21-19(30)18(29)20(15(11-27)37-21)38-39(33,34)35)7-3-8-24(2)16(23)6-9-25-10-14(4-5-17(24)25)26(32,12-28)22(25)31/h14-22,27-32H,3-13H2,1-2H3,(H,33,34,35)/t14-,15-,16-,17+,18-,19-,20-,21-,22-,23+,24-,25-,26+/m1/s1
• InChI Key: HJEHDEXPBQDTOL-SKIAGHTNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₁₂S
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.25534801 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6135	61.35%
Caco-2	-	0.8530	85.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4701	47.01%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7155	71.55%
P-glycoprotein inhibitior	-	0.4479	44.79%
P-glycoprotein substrate	-	0.6339	63.39%
CYP3A4 substrate	+	0.6912	69.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.7990	79.90%
CYP2C19 inhibition	-	0.7269	72.69%
CYP2D6 inhibition	-	0.8851	88.51%
CYP1A2 inhibition	-	0.7511	75.11%
CYP2C8 inhibition	-	0.5572	55.72%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.7606	76.06%
Skin corrosion	-	0.8856	88.56%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7848	78.48%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5723	57.23%
skin sensitisation	-	0.8375	83.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8346	83.46%
Acute Oral Toxicity (c)	III	0.5691	56.91%
Estrogen receptor binding	+	0.6725	67.25%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	-	0.5292	52.92%
Honey bee toxicity	-	0.7309	73.09%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.88%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.56%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.77%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.80%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.65%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.52%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	90.29%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.24%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	88.10%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.04%	96.61%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.96%	97.33%
CHEMBL259	P32245	Melanocortin receptor 4	86.73%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.95%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.54%	96.77%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.33%	98.46%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.84%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.66%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.43%	96.21%
CHEMBL2581	P07339	Cathepsin D	82.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.73%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.59%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	80.01%	92.97%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.00%	98.05%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 50993489
• LOTUS: LTS0029161
• wikiData: Q105029178