Dracaenoside C

Details

• Internal ID: a352d3f1-120b-45a9-9a32-be58e60b3197
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC=C7C(=O)C)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)CC=C7C(=O)C)C)C)CO)O)O)O
• InChI: InChI=1S/C39H60O15/c1-16(41)22-8-9-23-21-7-6-19-14-20(10-12-38(19,4)24(21)11-13-39(22,23)5)51-37-34(54-36-31(47)29(45)27(43)18(3)50-36)32(48)33(25(15-40)52-37)53-35-30(46)28(44)26(42)17(2)49-35/h6,8,17-18,20-21,23-37,40,42-48H,7,9-15H2,1-5H3/t17-,18-,20-,21-,23-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38-,39+/m0/s1
• InChI Key: OTJIOMRYLVVIJV-IZAVPGAWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₅
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.39322120 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• Hypoglaucin H
• CHEMBL504581
• DTXSID401016791
• 50773-43-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7812	78.12%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8084	80.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.8294	82.94%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7329	73.29%
P-glycoprotein inhibitior	+	0.7046	70.46%
P-glycoprotein substrate	-	0.5927	59.27%
CYP3A4 substrate	+	0.7193	71.93%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9405	94.05%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8366	83.66%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9236	92.36%
Skin irritation	+	0.5744	57.44%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7247	72.47%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8819	88.19%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8188	81.88%
Acute Oral Toxicity (c)	III	0.5850	58.50%
Estrogen receptor binding	+	0.8030	80.30%
Androgen receptor binding	+	0.7210	72.10%
Thyroid receptor binding	-	0.5662	56.62%
Glucocorticoid receptor binding	+	0.6181	61.81%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.6181	61.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9554	95.54%

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	98.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.19%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.74%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	89.45%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.39%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	84.69%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.29%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.38%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%

Plants that contains it

• Dioscorea collettii
• Dioscorea futschauensis
• Dioscorea panthaica
• Dioscorea spongiosa
• Dracaena cochinchinensis
• Phragmites australis
• Smilax menispermoidea
• Solanum abutiloides
• Solanum viarum

Cross-Links

• PubChem: 21582652
• NPASS: NPC165439
• LOTUS: LTS0033101
• wikiData: Q105199662