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

Details

• Internal ID: 29eb2be9-c78a-441b-93bf-8aaec9ed7170
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (1R,3S,5R,6R,8S,9S,10S,11R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-1,3,5,6,11-pentol
• InChI: InChI=1S/C28H48O5/c1-15(2)16(3)7-8-17(4)20-9-10-21-19-12-24(32)28(33)13-18(29)11-23(31)27(28,6)25(19)22(30)14-26(20,21)5/h15,17-25,29-33H,3,7-14H2,1-2,4-6H3/t17-,18+,19+,20-,21+,22-,23-,24-,25-,26-,27-,28+/m1/s1
• InChI Key: JYCGOEKALXJDNM-NKVKGXKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₅
• Molecular Weight: 464.70 g/mol
• Exact Mass: 464.35017463 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	-	0.7321	73.21%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4932	49.32%
OATP2B1 inhibitior	-	0.5762	57.62%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4717	47.17%
P-glycoprotein inhibitior	-	0.6127	61.27%
P-glycoprotein substrate	+	0.5971	59.71%
CYP3A4 substrate	+	0.7009	70.09%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8538	85.38%
CYP2C9 inhibition	-	0.8304	83.04%
CYP2C19 inhibition	-	0.7307	73.07%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8908	89.08%
CYP2C8 inhibition	-	0.6161	61.61%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7056	70.56%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9360	93.60%
Skin irritation	+	0.5569	55.69%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.7415	74.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.6614	66.14%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5648	56.48%
skin sensitisation	-	0.7244	72.44%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6791	67.91%
Acute Oral Toxicity (c)	I	0.7612	76.12%
Estrogen receptor binding	+	0.6248	62.48%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.6059	60.59%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	+	0.6263	62.63%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.6956	69.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	97.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	95.07%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	94.45%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.20%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.80%	96.61%
CHEMBL3837	P07711	Cathepsin L	91.89%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	91.45%	95.93%
CHEMBL206	P03372	Estrogen receptor alpha	90.07%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.99%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.43%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.24%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.09%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.28%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.69%	95.58%
CHEMBL1871	P10275	Androgen Receptor	87.31%	96.43%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.82%	96.47%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.24%	87.16%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.35%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	85.13%	98.10%
CHEMBL230	P35354	Cyclooxygenase-2	84.74%	89.63%
CHEMBL274	P51681	C-C chemokine receptor type 5	83.16%	98.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.14%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.74%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.14%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.94%	95.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.93%	94.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.83%	92.86%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.78%	98.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.71%	92.78%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.48%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.27%	94.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101106362
• LOTUS: LTS0021376
• wikiData: Q105136917