2,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(1,2,5-trihydroxy-5-methylhexyl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: 2aa8037e-c187-4384-9c68-14452362d083
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(1,2,5-trihydroxy-5-methylhexyl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C1(CCC2C(C(CCC(C)(C)O)O)O)O
• SMILES (Isomeric): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C)C1(CCC2C(C(CCC(C)(C)O)O)O)O
• InChI: InChI=1S/C32H52O12/c1-29(2,41)8-7-19(34)24(37)16-6-10-32(42)17-11-20(35)18-12-22(43-28-27(40)26(39)25(38)23(14-33)44-28)21(36)13-30(18,3)15(17)5-9-31(16,32)4/h11,15-16,18-19,21-28,33-34,36-42H,5-10,12-14H2,1-4H3/t15?,16?,18?,19?,21?,22?,23-,24?,25-,26+,27-,28-,30?,31?,32?/m1/s1
• InChI Key: URJMWFNPCOONII-CNXAWSBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₁₂
• Molecular Weight: 628.70 g/mol
• Exact Mass: 628.34587709 g/mol
• Topological Polar Surface Area (TPSA): 218.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	+	0.5585	55.85%
P-glycoprotein inhibitior	+	0.6262	62.62%
P-glycoprotein substrate	+	0.5202	52.02%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5249	52.49%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9292	92.92%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7078	70.78%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5213	52.13%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	-	0.5539	55.39%
Glucocorticoid receptor binding	+	0.6088	60.88%
Aromatase binding	+	0.6284	62.84%
PPAR gamma	+	0.6024	60.24%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	99.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.39%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.11%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.88%	96.61%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	93.70%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.03%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.22%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.97%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.26%	94.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.78%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.00%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.66%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.98%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.91%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.07%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.63%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.25%	97.28%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.25%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.15%	97.33%
CHEMBL4581	P52732	Kinesin-like protein 1	81.95%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.85%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.32%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.33%	100.00%

Plants that contains it

• Achyranthes aspera
• Achyranthes bidentata
• Ajuga decumbens
• Dacrycarpus imbricatus
• Lepisorus thunbergianus
• Leuzea uniflora
• Morus alba
• Onoclea struthiopteris
• Podocarpus macrophyllus
• Taxus cuspidata

Cross-Links

• PubChem: 5316998
• NPASS: NPC77174