Neocimicigenoside B

Details

• Internal ID: c348fc7c-63a2-4ec1-a73e-6572dbb91afd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-3,8,8,17,19,23,23-heptamethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-24,25-dioxaheptacyclo[19.3.1.01,18.03,17.04,14.07,12.012,14]pentacosan-22-yl] acetate
• InChI: InChI=1S/C37H58O10/c1-18-15-21-28(44-19(2)38)32(5,6)47-37(46-21)27(18)33(7)13-14-36-17-35(36)12-11-24(45-29-26(41)25(40)20(39)16-43-29)31(3,4)22(35)9-10-23(36)34(33,8)30(37)42/h18,20-30,39-42H,9-17H2,1-8H3/t18-,20-,21-,22+,23+,24+,25+,26-,27-,28+,29+,30-,33-,34-,35-,36+,37+/m1/s1
• InChI Key: TWFVBWUFOFPXEY-GEOUWNACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₀
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.40299804 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• UNII-9VI6RV891W
• 9VI6RV891W
• 876726-04-4
• beta-D-Xylopyranoside, (3beta,15alpha,16alpha,23R,24S)-24-(acetyloxy)-16,23:16,25-diepoxy-15-hydroxy-9,19-cyclolanostan-3-yl
• CHEMBL502963
• Q27273289
• .BETA.-D-XYLOPYRANOSIDE, (3.BETA.,15.ALPHA.,16.ALPHA.,23R,24S)-24-(ACETYLOXY)-16,23:16,25-DIEPOXY-15-HYDROXY-9,19-CYCLOLANOSTAN-3-YL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7645	76.45%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6016	60.16%
P-glycoprotein inhibitior	+	0.7657	76.57%
P-glycoprotein substrate	+	0.5498	54.98%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.8732	87.32%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8400	84.00%
CYP2C8 inhibition	+	0.7304	73.04%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6815	68.15%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6874	68.74%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3650	36.50%
Estrogen receptor binding	+	0.5854	58.54%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	-	0.5767	57.67%
Glucocorticoid receptor binding	+	0.6305	63.05%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.6453	64.53%
Honey bee toxicity	-	0.6358	63.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9260	92.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.96%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.15%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	93.22%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.17%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.56%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.49%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.80%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.64%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.55%	92.88%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.20%	96.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.84%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.73%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.27%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.20%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	84.13%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.08%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.52%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.47%	95.71%
CHEMBL2581	P07339	Cathepsin D	83.39%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.29%	82.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.02%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.40%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.65%	86.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.93%	98.99%
CHEMBL2996	Q05655	Protein kinase C delta	80.91%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.81%	95.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.53%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 44583840
• LOTUS: LTS0197214
• wikiData: Q27273289