(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol

Details

• Internal ID: 55c0e4f8-3493-4fce-ba5d-72de15281845
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol
• SMILES (Canonical): CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)O)O)C)O)OC5C(C(C(CO5)O)O)O
• SMILES (Isomeric): C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)[C@H]2C[C@H]([C@@H]3[C@@]2(CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)O)O)C)O
• InChI: InChI=1S/C32H56O9/c1-16(2)24(41-29-27(38)26(37)23(36)15-40-29)7-6-17(3)19-13-21(34)28-31(19,5)11-9-25-30(4)10-8-18(33)12-20(30)22(35)14-32(25,28)39/h16-29,33-39H,6-15H2,1-5H3/t17-,18+,19-,20-,21-,22+,23-,24+,25-,26+,27-,28-,29+,30+,31-,32+/m1/s1
• InChI Key: CELNNDOCFNAHGH-VNGAATLESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₉
• Molecular Weight: 584.80 g/mol
• Exact Mass: 584.39243336 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8469	84.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.5802	58.02%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	-	0.8131	81.31%
P-glycoprotein inhibitior	+	0.5835	58.35%
P-glycoprotein substrate	+	0.5785	57.85%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9146	91.46%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.8690	86.90%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.8430	84.30%
CYP2C8 inhibition	+	0.4470	44.70%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7281	72.81%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.6527	65.27%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5178	51.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8356	83.56%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	I	0.4901	49.01%
Estrogen receptor binding	+	0.6001	60.01%
Androgen receptor binding	+	0.6491	64.91%
Thyroid receptor binding	-	0.5750	57.50%
Glucocorticoid receptor binding	-	0.4645	46.45%
Aromatase binding	+	0.5995	59.95%
PPAR gamma	+	0.5929	59.29%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9067	90.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.60%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.88%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.57%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.39%	85.31%
CHEMBL233	P35372	Mu opioid receptor	91.39%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.71%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.33%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.82%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	88.77%	98.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.08%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.99%	92.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.57%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.07%	89.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.66%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	84.54%	90.17%
CHEMBL4581	P52732	Kinesin-like protein 1	84.48%	93.18%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL204	P00734	Thrombin	83.19%	96.01%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.11%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.92%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.69%	92.86%
CHEMBL4302	P08183	P-glycoprotein 1	82.19%	92.98%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.78%	95.36%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.97%	93.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.77%	82.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44559197
• LOTUS: LTS0243150
• wikiData: Q104955823