Nigrumnin I

Details

• Internal ID: 2636f34b-4865-413b-b940-99316e232b0b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(CO2)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C55H90O25/c1-21-8-13-55(71-18-21)22(2)34-31(80-55)15-28-26-7-6-24-14-25(9-11-53(24,4)27(26)10-12-54(28,34)5)73-51-46(78-50-42(67)39(64)35(60)23(3)72-50)43(68)44(33(17-57)75-51)76-52-47(79-49-41(66)37(62)30(59)20-70-49)45(38(63)32(16-56)74-52)77-48-40(65)36(61)29(58)19-69-48/h21-52,56-68H,6-20H2,1-5H3/t21-,22+,23+,24+,25+,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-,43+,44+,45+,46-,47-,48+,49+,50+,51-,52+,53+,54+,55-/m1/s1
• InChI Key: YYCFEJVBMMGRLX-ZOPCGVIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₅
• Molecular Weight: 1151.30 g/mol
• Exact Mass: 1150.57711835 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7677	76.77%
P-glycoprotein inhibitior	+	0.7381	73.81%
P-glycoprotein substrate	-	0.5871	58.71%
CYP3A4 substrate	+	0.7540	75.40%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7109	71.09%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8101	81.01%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8714	87.14%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8635	86.35%
Androgen receptor binding	+	0.6966	69.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6312	63.12%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.5345	53.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL233	P35372	Mu opioid receptor	96.09%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.90%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.01%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	92.74%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.96%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.93%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.63%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.60%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.88%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.88%	95.50%
CHEMBL204	P00734	Thrombin	89.43%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.83%	97.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.40%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.06%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.06%	97.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.04%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.09%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	86.04%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.50%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	85.08%	95.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.96%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.77%	96.21%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.47%	97.29%
CHEMBL1914	P06276	Butyrylcholinesterase	84.43%	95.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.51%	98.99%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.17%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.45%	95.83%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.00%	96.67%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.64%	80.33%

Plants that contains it

• Achillea millefolium
• Alcea nudiflora
• Alocasia macrorrhizos
• Anaphalis margaritacea
• Angelica sinensis
• Boronia lanceolata
• Campanula pendula
• Carissa spinarum
• Chloranthus holostegius
• Clerodendrum infortunatum
• Corydalis crystallina
• Eucalyptus campanulata
• Euphorbia cattimandoo
• Hemiphragma heterophyllum
• Lasianthus attenuatus var. attenuatus
• Lomandra hastilis
• Mercurialis leiocarpa
• Morisonia scabrida
• Neolitsea sericea
• Ochradenus baccatus
• Plantago ovata
• Podocarpus sellowii
• Podophyllum pleianthum
• Primula denticulata
• Rubus niveus
• Solanum nigrum
• Spinacia oleracea
• Teucrium cossonii
• Thujopsis dolabrata
• Turnera ulmifolia

Cross-Links

• PubChem: 10820113
• NPASS: NPC304552
• LOTUS: LTS0169353
• wikiData: Q105368396