[(1S,2S,4S,8S,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-14-yl] hydrogen sulfate

Details

• Internal ID: 36c15a94-cae3-481b-a8f9-c5d1e8dfeadb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,4S,8S,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-14-yl] hydrogen sulfate
• SMILES (Canonical): CC1=C(OC2C1C3(CCC4C(C3C2)CC=C5C4(C(CC(C5)O)OS(=O)(=O)O)C)C)CCC(C)COC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1=C(O[C@@H]2[C@H]1[C@]3(CC[C@H]4[C@H]([C@@H]3C2)CC=C5[C@@]4([C@@H](C[C@@H](C5)O)OS(=O)(=O)O)C)C)CCC(C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C33H52O12S/c1-16(15-42-31-30(38)29(37)28(36)25(14-34)44-31)5-8-23-17(2)27-24(43-23)13-22-20-7-6-18-11-19(35)12-26(45-46(39,40)41)33(18,4)21(20)9-10-32(22,27)3/h6,16,19-22,24-31,34-38H,5,7-15H2,1-4H3,(H,39,40,41)/t16?,19-,20-,21+,22+,24+,25-,26-,27+,28-,29+,30-,31-,32+,33+/m1/s1
• InChI Key: HUNOAXWNDCGLMR-DSXYYFSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₁₂S
• Molecular Weight: 672.80 g/mol
• Exact Mass: 672.31794826 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8092	80.92%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8174	81.74%
P-glycoprotein inhibitior	+	0.7134	71.34%
P-glycoprotein substrate	+	0.6749	67.49%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7656	76.56%
CYP2C19 inhibition	-	0.7252	72.52%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	+	0.7073	70.73%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.7674	76.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6820	68.20%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8954	89.54%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	-	0.6165	61.65%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.6303	63.03%
Honey bee toxicity	-	0.6024	60.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.72%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.07%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.02%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.92%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.59%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.21%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.94%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	88.88%	92.50%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.64%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.29%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.23%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	86.54%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.33%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.65%	95.83%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.37%	94.66%
CHEMBL4581	P52732	Kinesin-like protein 1	85.05%	93.18%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.49%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.14%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.57%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.26%	94.73%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.09%	96.37%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.20%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.64%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.53%	96.90%
CHEMBL5028	O14672	ADAM10	80.59%	97.50%

Plants that contains it

• Nolina microcarpa

Cross-Links

• PubChem: 101620553
• LOTUS: LTS0140421
• wikiData: Q105033940