[(2S,3S,4R,5R,6S,8S,10S,13R,14S,17R)-17-[(2R)-5-ethyl-6-methylhept-6-en-2-yl]-4-hydroxy-10,13,14-trimethyl-2,3-disulfooxy-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: dbbce35e-1dc6-4ec4-800d-a6757d413a23
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2S,3S,4R,5R,6S,8S,10S,13R,14S,17R)-17-[(2R)-5-ethyl-6-methylhept-6-en-2-yl]-4-hydroxy-10,13,14-trimethyl-2,3-disulfooxy-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CCC(CCC(C)C1CCC2(C1(CC=C3C2CC(C4C3(CC(C(C4O)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C)C(=C)C
• SMILES (Isomeric): CCC(CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(C[C@@H]([C@H]([C@@H]4O)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C)C(=C)C
• InChI: InChI=1S/C30H50O13S3/c1-8-19(17(2)3)10-9-18(4)20-11-13-30(7)22-15-23(41-44(32,33)34)25-26(31)27(43-46(38,39)40)24(42-45(35,36)37)16-28(25,5)21(22)12-14-29(20,30)6/h12,18-20,22-27,31H,2,8-11,13-16H2,1,3-7H3,(H,32,33,34)(H,35,36,37)(H,38,39,40)/t18-,19?,20-,22-,23+,24+,25+,26-,27-,28-,29-,30+/m1/s1
• InChI Key: FMHAOQGZBOIUJA-DGUJHYRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₁₃S₃
• Molecular Weight: 714.90 g/mol
• Exact Mass: 714.24135517 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9709	97.09%
Caco-2	-	0.8417	84.17%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4104	41.04%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7523	75.23%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	+	0.6482	64.82%
CYP3A4 substrate	+	0.6901	69.01%
CYP2C9 substrate	-	0.8128	81.28%
CYP2D6 substrate	-	0.7760	77.60%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.7867	78.67%
CYP2C19 inhibition	-	0.7296	72.96%
CYP2D6 inhibition	-	0.8667	86.67%
CYP1A2 inhibition	-	0.7647	76.47%
CYP2C8 inhibition	+	0.5208	52.08%
CYP inhibitory promiscuity	-	0.6175	61.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5400	54.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.8669	86.69%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	-	0.8117	81.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8266	82.66%
Acute Oral Toxicity (c)	III	0.5809	58.09%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.6769	67.69%
Aromatase binding	+	0.6178	61.78%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.6020	60.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.30%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.23%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.05%	94.66%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.95%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.53%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.44%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.18%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.92%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.74%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.62%	96.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.99%	98.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.73%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	82.71%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.71%	96.77%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.53%	94.08%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.03%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24970972
• LOTUS: LTS0170280
• wikiData: Q104997835