17-(2,3-Dihydroxy-6-methylheptan-2-yl)-2-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: e138446b-734a-48c5-a9eb-3f7abd973dc3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-(2,3-dihydroxy-6-methylheptan-2-yl)-2-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)CCC(C(C)(C1CC=C2C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)O
• SMILES (Isomeric): CC(C)CCC(C(C)(C1CC=C2C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)O
• InChI: InChI=1S/C33H52O10/c1-16(2)6-9-26(37)33(5,41)25-8-7-18-17-12-21(35)20-13-23(42-30-29(40)28(39)27(38)24(15-34)43-30)22(36)14-32(20,4)19(17)10-11-31(18,25)3/h7,12,16,19-20,22-30,34,36-41H,6,8-11,13-15H2,1-5H3
• InChI Key: VGJBFMQFJIFARZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₁₀
• Molecular Weight: 608.80 g/mol
• Exact Mass: 608.35604785 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• 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	-	0.8378	83.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	+	0.7366	73.66%
P-glycoprotein inhibitior	+	0.6124	61.24%
P-glycoprotein substrate	+	0.5777	57.77%
CYP3A4 substrate	+	0.7340	73.40%
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	+	0.5888	58.88%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9289	92.89%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7724	77.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7365	73.65%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5774	57.74%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7857	78.57%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.6987	69.87%
Thyroid receptor binding	-	0.5574	55.74%
Glucocorticoid receptor binding	+	0.6521	65.21%
Aromatase binding	+	0.5956	59.56%
PPAR gamma	+	0.6192	61.92%
Honey bee toxicity	-	0.7098	70.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.39%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.84%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.09%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	93.87%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.64%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.80%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.58%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.48%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.60%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.14%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.53%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.15%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.06%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.45%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.73%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.43%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.77%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	83.54%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.25%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.09%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.44%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.39%	85.94%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.89%	98.05%
CHEMBL4581	P52732	Kinesin-like protein 1	81.59%	93.18%
CHEMBL259	P32245	Melanocortin receptor 4	81.27%	95.38%
CHEMBL3401	O75469	Pregnane X receptor	81.19%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.03%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162950874
• LOTUS: LTS0170910
• wikiData: Q105285825