Pachystermine B

Details

• Internal ID: 823e818f-6c1e-4a86-b5ae-fd00a98e8932
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (3R)-1-[(3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-4-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-one
• SMILES (Canonical): CC(C)C1CN(C1=O)C2CCC3(C(C2O)CCC4C3CCC5(C4CCC5C(C)N(C)C)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H]([C@@H]4O)N5C[C@H](C5=O)C(C)C)C)C)N(C)C
• InChI: InChI=1S/C29H50N2O2/c1-17(2)20-16-31(27(20)33)25-13-15-29(5)23-12-14-28(4)21(18(3)30(6)7)10-11-22(28)19(23)8-9-24(29)26(25)32/h17-26,32H,8-16H2,1-7H3/t18-,19-,20-,21+,22-,23-,24-,25-,26+,28+,29+/m0/s1
• InChI Key: AENZWKGHCPXWBZ-APKZJJHSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀N₂O₂
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.38722884 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL2087206
• 6157-00-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9179	91.79%
Caco-2	-	0.6505	65.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6779	67.79%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6963	69.63%
P-glycoprotein inhibitior	-	0.5869	58.69%
P-glycoprotein substrate	+	0.5341	53.41%
CYP3A4 substrate	+	0.7150	71.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3704	37.04%
CYP3A4 inhibition	-	0.6714	67.14%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.8425	84.25%
CYP1A2 inhibition	-	0.8014	80.14%
CYP2C8 inhibition	-	0.9471	94.71%
CYP inhibitory promiscuity	-	0.9117	91.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.7605	76.05%
Skin corrosion	-	0.8799	87.99%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.7156	71.56%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.5842	58.42%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.5190	51.90%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8014	80.14%

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	97.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL204	P00734	Thrombin	97.41%	96.01%
CHEMBL1871	P10275	Androgen Receptor	96.72%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.93%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.33%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.01%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.98%	93.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	90.17%	94.78%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.15%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.60%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.70%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.98%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.81%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.28%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.77%	95.93%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.26%	97.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.68%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.65%	93.04%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.17%	98.46%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.28%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.26%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.00%	93.03%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.45%	95.69%
CHEMBL237	P41145	Kappa opioid receptor	82.18%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL238	Q01959	Dopamine transporter	80.88%	95.88%
CHEMBL1937	Q92769	Histone deacetylase 2	80.54%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.45%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.26%	95.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

• Pachysandra terminalis

Cross-Links

• PubChem: 70695310
• NPASS: NPC292819
• ChEMBL: CHEMBL2087206
• LOTUS: LTS0242230
• wikiData: Q104910246