Astramembranin II

Details

• Internal ID: 3b90f75d-6444-4364-94d3-8f286c55ce9b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,15R,16R)-9,14-dihydroxy-15-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)O)OC7C(C(C(CO7)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(CC([C@@H]2[C@@]6(CCC(O6)C(C)(C)O)C)O)C)O)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O
• InChI: InChI=1S/C35H58O9/c1-29(2)22(43-28-25(40)24(39)20(38)16-42-28)9-11-35-17-34(35)13-12-31(5)27(33(7)10-8-23(44-33)30(3,4)41)19(37)15-32(31,6)21(34)14-18(36)26(29)35/h18-28,36-41H,8-17H2,1-7H3/t18-,19?,20+,21-,22-,23?,24-,25+,26-,27-,28-,31+,32-,33-,34-,35+/m0/s1
• InChI Key: VXHVFDQYSSFKAR-YKBLKQOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₉
• Molecular Weight: 622.80 g/mol
• Exact Mass: 622.40808342 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8027	80.27%
Caco-2	-	0.8394	83.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	0.5822	58.22%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9202	92.02%
P-glycoprotein inhibitior	+	0.7054	70.54%
P-glycoprotein substrate	-	0.5573	55.73%
CYP3A4 substrate	+	0.7171	71.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.8056	80.56%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	+	0.6321	63.21%
CYP inhibitory promiscuity	-	0.9410	94.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7055	70.55%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6706	67.06%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8968	89.68%
Acute Oral Toxicity (c)	I	0.5481	54.81%
Estrogen receptor binding	-	0.5053	50.53%
Androgen receptor binding	+	0.7405	74.05%
Thyroid receptor binding	-	0.5557	55.57%
Glucocorticoid receptor binding	+	0.5990	59.90%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.6626	66.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9303	93.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL204	P00734	Thrombin	93.93%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.09%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	91.96%	95.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.65%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.08%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.05%	95.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.61%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.06%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	87.60%	95.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.22%	97.31%
CHEMBL1871	P10275	Androgen Receptor	87.19%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.85%	97.14%
CHEMBL240	Q12809	HERG	85.57%	89.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.45%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.21%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.71%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.67%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.77%	92.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.35%	95.58%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.14%	96.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.14%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.37%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.53%	86.33%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 101410732
• NPASS: NPC3617