Penicisteroid G

Details

• Internal ID: 4b1a0a31-29c5-4497-997b-0501a8443b71
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(3S,5R,6R,7R,8S,9S,10R,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5,6,7-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC(C)C(C)C=CC(C)C1C(CC2C1(CCC3C2C(C(C4(C3(CCC(C4)O)C)O)O)O)C)OC(=O)C
• SMILES (Isomeric): C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H]([C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)O)C)OC(=O)C
• InChI: InChI=1S/C30H50O6/c1-16(2)17(3)8-9-18(4)25-23(36-19(5)31)14-22-24-21(11-12-28(22,25)6)29(7)13-10-20(32)15-30(29,35)27(34)26(24)33/h8-9,16-18,20-27,32-35H,10-15H2,1-7H3/b9-8+/t17-,18+,20-,21-,22-,23-,24+,25-,26+,27+,28-,29+,30-/m0/s1
• InChI Key: YPVCIWCUGYKDFP-XUGZGNRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₆
• Molecular Weight: 506.70 g/mol
• Exact Mass: 506.36073931 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• [(3S,5R,6R,7R,8S,9S,10R,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5,6,7-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
• ((3S,5R,6R,7R,8S,9S,10R,13S,14S,16S,17R)-17-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-3,5,6,7-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta(a)phenanthren-16-yl) acetate
• RefChem:171027
• 16beta-acetoxy-ergosta-22E-en-3beta,,5alpha,6beta,7beta,tetraol
• 16beta-acetoxy-3beta,,5alpha,6beta,7beta-tetrahydroxyergost-5,22E-diene
• CHEBI:207864

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	-	0.7288	72.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7696	76.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.7988	79.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.7581	75.81%
P-glycoprotein inhibitior	-	0.5084	50.84%
P-glycoprotein substrate	-	0.5679	56.79%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.7999	79.99%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.7233	72.33%
CYP2C8 inhibition	+	0.4705	47.05%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6571	65.71%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9483	94.83%
Skin irritation	+	0.6090	60.90%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7774	77.74%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6658	66.58%
skin sensitisation	-	0.7860	78.60%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7562	75.62%
Acute Oral Toxicity (c)	I	0.5058	50.58%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7210	72.10%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	+	0.6110	61.10%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.6399	63.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9923	99.23%

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	96.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.74%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.67%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.71%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.74%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.61%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	91.00%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.24%	95.58%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.71%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.65%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.07%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.36%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.13%	94.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.20%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.15%	94.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.90%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.89%	95.50%
CHEMBL5028	O14672	ADAM10	81.54%	97.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.44%	97.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682903
• LOTUS: LTS0141231
• wikiData: Q105351876