[(2S,3R,4R,5R,8R,9S,10R,13S,14S,15S,16R,17R)-17-ethenyl-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl] hydrogen sulfate

Details

• Internal ID: 81b6aa1e-9d78-4a43-80ff-17f759f634fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Sulfated steroids
• IUPAC Name: [(2S,3R,4R,5R,8R,9S,10R,13S,14S,15S,16R,17R)-17-ethenyl-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl] hydrogen sulfate
• SMILES (Canonical): CC12CCC3C(C1C(C(C2C=C)O)O)CCC4C3(CC(C(C4O)O)OS(=O)(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@H]([C@@H]1[C@@H]([C@@H]([C@@H]2C=C)O)O)CC[C@@H]4[C@@]3(C[C@@H]([C@@H]([C@@H]4O)O)OS(=O)(=O)O)C
• InChI: InChI=1S/C21H34O8S/c1-4-11-16(22)19(25)15-10-5-6-13-17(23)18(24)14(29-30(26,27)28)9-21(13,3)12(10)7-8-20(11,15)2/h4,10-19,22-25H,1,5-9H2,2-3H3,(H,26,27,28)/t10-,11+,12+,13+,14+,15-,16-,17-,18+,19+,20+,21-/m1/s1
• InChI Key: QRMSSNGYWMVNBN-IEOVDXJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₈S
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.19743921 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9252	92.52%
Caco-2	-	0.8112	81.12%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4157	41.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7810	78.10%
P-glycoprotein inhibitior	-	0.7463	74.63%
P-glycoprotein substrate	-	0.7938	79.38%
CYP3A4 substrate	+	0.7210	72.10%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.7890	78.90%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.7538	75.38%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.7667	76.67%
CYP2C8 inhibition	-	0.6224	62.24%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5796	57.96%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.9676	96.76%
Skin irritation	-	0.7415	74.15%
Skin corrosion	-	0.8306	83.06%
Ames mutagenesis	-	0.7308	73.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7144	71.44%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	-	0.4854	48.54%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	-	0.5119	51.19%
Glucocorticoid receptor binding	+	0.5634	56.34%
Aromatase binding	+	0.6257	62.57%
PPAR gamma	-	0.6261	62.61%
Honey bee toxicity	+	0.6051	60.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
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
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.96%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.37%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.85%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.51%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	89.94%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.77%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.26%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.63%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.42%	93.03%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.84%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	86.55%	91.19%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	85.56%	88.81%
CHEMBL1871	P10275	Androgen Receptor	84.97%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.62%	92.94%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.94%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.01%	99.18%
CHEMBL259	P32245	Melanocortin receptor 4	82.26%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.39%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.92%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105725
• LOTUS: LTS0011599
• wikiData: Q105226494