[(3S,4R,5R,6S)-4-hydroxy-6-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate

Details

• Internal ID: 7ae93e0d-c80e-4555-92cc-86a0eb7762b5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(3S,4R,5R,6S)-4-hydroxy-6-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)OS(=O)(=O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC18CCC(=C)CO8
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)OS(=O)(=O)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)O[C@]18CCC(=C)CO8
• InChI: InChI=1S/C38H58O15S/c1-17-8-11-38(48-15-17)18(2)28-25(52-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)50-35-33(30(41)26(16-47-35)53-54(44,45)46)51-34-32(43)31(42)29(40)19(3)49-34/h6,18-19,21-35,39-43H,1,7-16H2,2-5H3,(H,44,45,46)/t18-,19-,21+,22+,23-,24-,25-,26-,27+,28-,29-,30-,31+,32+,33+,34-,35-,36-,37-,38+/m0/s1
• InChI Key: UEWOHALPXQIQFD-RFJPXPNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₅S
• Molecular Weight: 786.90 g/mol
• Exact Mass: 786.34964231 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8387	83.87%
Caco-2	-	0.8810	88.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4663	46.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	+	0.7833	78.33%
P-glycoprotein inhibitior	+	0.7292	72.92%
P-glycoprotein substrate	+	0.6994	69.94%
CYP3A4 substrate	+	0.7611	76.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.7590	75.90%
CYP2C19 inhibition	-	0.7131	71.31%
CYP2D6 inhibition	-	0.8690	86.90%
CYP1A2 inhibition	-	0.7388	73.88%
CYP2C8 inhibition	+	0.7739	77.39%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5218	52.18%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7712	77.12%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6195	61.95%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9000	90.00%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.7696	76.96%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	-	0.6069	60.69%
Glucocorticoid receptor binding	+	0.6288	62.88%
Aromatase binding	+	0.6781	67.81%
PPAR gamma	+	0.7039	70.39%
Honey bee toxicity	-	0.5620	56.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9941	99.41%

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	97.16%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.25%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.94%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.61%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	91.58%	94.50%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.07%	94.00%
CHEMBL1871	P10275	Androgen Receptor	85.76%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.54%	92.94%
CHEMBL5028	O14672	ADAM10	85.40%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.96%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.89%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.74%	85.31%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.03%	89.67%

Plants that contains it

• Dracaena angustifolia

Cross-Links

• PubChem: 46939150
• LOTUS: LTS0203091
• wikiData: Q105271173