(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-17-[(E,2R,5R)-6-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol

Details

• Internal ID: 28f08252-0fba-4c1e-81fe-e9602b5e90bf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-beta-hydroxysteroids
• IUPAC Name: (3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-17-[(E,2R,5R)-6-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol
• InChI: InChI=1S/C26H44O6/c1-14(13-27)5-6-15(2)16-11-18(29)23-24(16,3)10-8-20-25(4)9-7-17(28)22(31)21(25)19(30)12-26(20,23)32/h5-6,14-23,27-32H,7-13H2,1-4H3/b6-5+/t14-,15-,16-,17+,18-,19+,20-,21+,22+,23-,24-,25-,26+/m1/s1
• InChI Key: SLZPIGPCASURLO-HTOWHDALSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₆
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.31378912 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	-	0.7497	74.97%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5480	54.80%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7150	71.50%
BSEP inhibitior	-	0.7648	76.48%
P-glycoprotein inhibitior	-	0.6865	68.65%
P-glycoprotein substrate	-	0.5872	58.72%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.8630	86.30%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	-	0.7204	72.04%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9693	96.93%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7118	71.18%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6736	67.36%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8917	89.17%
Acute Oral Toxicity (c)	III	0.6037	60.37%
Estrogen receptor binding	+	0.7669	76.69%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	+	0.6405	64.05%
Glucocorticoid receptor binding	+	0.7143	71.43%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	-	0.4915	49.15%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9400	94.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.88%	95.93%
CHEMBL204	P00734	Thrombin	93.37%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.83%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.66%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.62%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	89.61%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.31%	92.86%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	87.45%	88.81%
CHEMBL236	P41143	Delta opioid receptor	86.88%	99.35%
CHEMBL2996	Q05655	Protein kinase C delta	86.52%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.11%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.69%	95.89%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.56%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.97%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.90%	96.77%
CHEMBL268	P43235	Cathepsin K	84.66%	96.85%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.59%	91.03%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.96%	97.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.76%	96.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.31%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	83.26%	92.98%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.16%	97.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.96%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.19%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.71%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.52%	91.07%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.02%	95.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.06%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	80.02%	94.75%

Plants that contains it

• Eurybia conspicua

Cross-Links

• PubChem: 162956207
• LOTUS: LTS0192101
• wikiData: Q104987717