Neodarutoside

Details

• Internal ID: bf3afef7-9067-49b0-849f-b58ce01ebecd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[7-[2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3=CC(CCC3C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)(C)C(CO)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC1(C2CCC3=CC(CCC3C2(CCC1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)(C)C(CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C32H54O13/c1-30(2)19-6-5-15-11-31(3,21(14-35)45-29-27(41)25(39)23(37)18(13-34)43-29)9-7-16(15)32(19,4)10-8-20(30)44-28-26(40)24(38)22(36)17(12-33)42-28/h11,16-29,33-41H,5-10,12-14H2,1-4H3/t16?,17-,18-,19?,20?,21?,22-,23-,24+,25+,26-,27-,28+,29+,31?,32?/m1/s1
• InChI Key: NPDAQZUAWDTCIZ-YJCQVRHNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₃
• Molecular Weight: 646.80 g/mol
• Exact Mass: 646.35644177 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 125776-03-6
• 3,15,16-Trihydroxypimarane 3,15-bis(glucopyranoside)
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[7-[2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl]oxy]oxane-3,4,5-triol
• DTXSID60925265
• 3-(Hexopyranosyloxy)-16-hydroxypimar-8(14)-en-15-yl hexopyranoside
• beta-D-Glucopyranoside, 1-(7-(beta-D-glucopyranosyloxy)-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydro-2,4b,8,8-tetramethyl-2-phenanthrenyl)-2-hydroxyethyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6624	66.24%
Caco-2	-	0.8592	85.92%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	-	0.4699	46.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6941	69.41%
P-glycoprotein inhibitior	+	0.6536	65.36%
P-glycoprotein substrate	-	0.8152	81.52%
CYP3A4 substrate	+	0.6817	68.17%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7995	79.95%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7963	79.63%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.6697	66.97%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	-	0.5650	56.50%
Glucocorticoid receptor binding	+	0.5558	55.58%
Aromatase binding	+	0.5964	59.64%
PPAR gamma	+	0.6689	66.89%
Honey bee toxicity	-	0.7874	78.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9438	94.38%

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	97.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.42%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.81%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.77%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.67%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.34%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.12%	99.17%

Plants that contains it

• Sigesbeckia glabrescens
• Sigesbeckia pubescens

Cross-Links

• PubChem: 130539
• NPASS: NPC203991