Dehydrosoyasaponin I

Details

• Internal ID: 8ed4ae17-5534-4f04-8a14-6babaf6bfc28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8=O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(CC8=O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-26,28-38,40-42,49-50,52-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1
• InChI Key: CROUPKILZUPLQA-ITVSDQETSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

• 117210-14-7
• Soyasaponin Be
• DHS-I
• C48H76O18
• C48-H76-O18
• C13837
• SCHEMBL19798149
• CHEBI:34668
• DTXSID501315136
• AKOS040763701
• HY-107301
• CS-0027912
• Q27116211

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.9080	90.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.8443	84.43%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	-	0.6716	67.16%
CYP3A4 substrate	+	0.7238	72.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7265	72.65%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7353	73.53%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7100	71.00%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7877	78.77%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	-	0.5986	59.86%
Glucocorticoid receptor binding	+	0.7036	70.36%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.79%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.39%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.76%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.50%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.97%	93.00%
CHEMBL2581	P07339	Cathepsin D	85.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.56%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.51%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.39%	92.50%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.29%	98.00%

Plants that contains it

• Achillea pseudopectinata
• Aglaia australiensis
• Allagopappus viscosissimus
• Astragalus pterocephalus
• Astragalus spinosus
• Atuna excelsa subsp. racemosa
• Berberis floribunda
• Bonamia spectabilis
• Cymodocea nodosa
• Diplacus longiflorus
• Fumaria densiflora
• Grona styracifolia
• Hedysarum polybotrys
• Hydrangea serrata
• Impatiens siculifera
• Isoberlinia tomentosa
• Jamesoniella colorata
• Lepidosperma ustulatum
• Lunularia cruciata
• Macadamia ternifolia
• Melilotus officinalis
• Melilotus officinalis
• Oreomecon alpina
• Peltogyne paniculata subsp. pubescens
• Phaseolus vulgaris
• Pterodon emarginatus
• Pulsatilla campanella
• Ranunculus peltatus
• Rosulabryum capillare
• Salvia miltiorrhiza
• Saracha nigribaccata
• Syzygium nervosum
• Trifolium alexandrinum

Cross-Links

• PubChem: 656760
• NPASS: NPC120116
• LOTUS: LTS0258496
• wikiData: Q27116211