[(3S,5R,6S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5-dihydroxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] octadecanoate

Details

• Internal ID: b7d2124f-39f9-4369-9f0b-6238a83aa73f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(3S,5R,6S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5-dihydroxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OC1C=C2C3CCC(C3(CCC2C4(C1(CC(CC4)O)O)C)C)C(C)C=CC(C)C(C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)O[C@H]1C=C2[C@@H]3CC[C@@H]([C@]3(CC[C@@H]2[C@@]4([C@@]1(C[C@H](CC4)O)O)C)C)[C@H](C)/C=C/[C@H](C)C(C)C
• InChI: InChI=1S/C46H80O4/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-43(48)50-42-32-38-40-27-26-39(36(5)25-24-35(4)34(2)3)44(40,6)30-29-41(38)45(7)31-28-37(47)33-46(42,45)49/h24-25,32,34-37,39-42,47,49H,8-23,26-31,33H2,1-7H3/b25-24+/t35-,36+,37-,39+,40-,41-,42-,44+,45+,46-/m0/s1
• InChI Key: ZVTIKCVGXAUMGY-XHAHBFBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀O₄
• Molecular Weight: 697.10 g/mol
• Exact Mass: 696.60566103 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 14.60
• Atomic LogP (AlogP): 12.31
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.8164	81.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.7335	73.35%
OATP1B3 inhibitior	+	0.8079	80.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.7193	71.93%
P-glycoprotein substrate	+	0.5942	59.42%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7239	72.39%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9043	90.43%
CYP2C8 inhibition	+	0.5143	51.43%
CYP inhibitory promiscuity	-	0.7216	72.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9148	91.48%
Skin irritation	+	0.6755	67.55%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7807	78.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6808	68.08%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6009	60.09%
skin sensitisation	-	0.8116	81.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8513	85.13%
Acute Oral Toxicity (c)	I	0.3865	38.65%
Estrogen receptor binding	+	0.7877	78.77%
Androgen receptor binding	+	0.6655	66.55%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	+	0.5623	56.23%
PPAR gamma	+	0.6003	60.03%
Honey bee toxicity	-	0.8170	81.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7078	70.78%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.08%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	98.50%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.18%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	96.76%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.95%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.48%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.73%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.64%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.48%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	92.21%	98.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.26%	95.89%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.10%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.40%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	89.92%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.56%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.17%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.70%	96.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.77%	95.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.16%	94.23%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.98%	85.31%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.97%	97.50%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.64%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16744825
• LOTUS: LTS0001647
• wikiData: Q105384626