(8S,9S,13S,14S,16S,17R)-17-[(Z,2S)-2-hydroxy-5-propan-2-ylhept-5-en-2-yl]-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16-diol

Details

• Internal ID: 497eae06-efea-41ba-9dd6-fa047428e64a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (8S,9S,13S,14S,16S,17R)-17-[(Z,2S)-2-hydroxy-5-propan-2-ylhept-5-en-2-yl]-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16-diol
• SMILES (Canonical): CC=C(CCC(C)(C1C(CC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C)O)O)C(C)C
• SMILES (Isomeric): C/C=C(/CC[C@@](C)([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C)O)O)\C(C)C
• InChI: InChI=1S/C28H42O3/c1-6-18(17(2)3)11-14-28(5,31)26-25(30)16-24-23-9-7-19-15-20(29)8-10-21(19)22(23)12-13-27(24,26)4/h6,8,10,15,17,22-26,29-31H,7,9,11-14,16H2,1-5H3/b18-6-/t22-,23-,24+,25+,26+,27+,28+/m1/s1
• InChI Key: CUSJYXLJHWOVEL-COWZIQHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₃
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.31339520 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5287	52.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6569	65.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9121	91.21%
P-glycoprotein inhibitior	-	0.5448	54.48%
P-glycoprotein substrate	+	0.6519	65.19%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	+	0.6267	62.67%
CYP2D6 substrate	+	0.3489	34.89%
CYP3A4 inhibition	-	0.7550	75.50%
CYP2C9 inhibition	-	0.6567	65.67%
CYP2C19 inhibition	-	0.5280	52.80%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	+	0.5465	54.65%
CYP2C8 inhibition	+	0.9078	90.78%
CYP inhibitory promiscuity	+	0.6819	68.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9692	96.92%
Skin irritation	-	0.5957	59.57%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8180	81.80%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5644	56.44%
skin sensitisation	-	0.6993	69.93%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9651	96.51%
Acute Oral Toxicity (c)	I	0.5384	53.84%
Estrogen receptor binding	+	0.9489	94.89%
Androgen receptor binding	+	0.8114	81.14%
Thyroid receptor binding	+	0.7882	78.82%
Glucocorticoid receptor binding	+	0.8770	87.70%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.6331	63.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	99.36%	98.35%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	99.15%	89.05%
CHEMBL206	P03372	Estrogen receptor alpha	98.80%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.53%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	97.23%	95.93%
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.66%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.30%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.16%	94.45%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.93%	97.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.80%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.74%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.96%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.28%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.24%	97.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.98%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.78%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.93%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.98%	93.56%
CHEMBL236	P41143	Delta opioid receptor	85.97%	99.35%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.55%	91.03%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.95%	92.50%
CHEMBL238	Q01959	Dopamine transporter	83.42%	95.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.27%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.88%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.24%	99.18%
CHEMBL2996	Q05655	Protein kinase C delta	81.96%	97.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.86%	93.99%
CHEMBL4581	P52732	Kinesin-like protein 1	81.81%	93.18%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.61%	95.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102585662
• LOTUS: LTS0021591
• wikiData: Q104970458