(2R,3S,4R,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxane-3,4-diol

Details

• Internal ID: 3f5b3305-57d6-43d9-a891-2d11b1267957
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3S,4R,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxane-3,4-diol
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)O)C)C)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC=C3C2)O)[C@H](C)O)C)C)O)O
• InChI: InChI=1S/C27H44O6/c1-15(28)19-9-12-27(31)21-6-5-17-13-18(33-23-14-22(29)24(30)16(2)32-23)7-10-25(17,3)20(21)8-11-26(19,27)4/h5,15-16,18-24,28-31H,6-14H2,1-4H3/t15-,16+,18-,19+,20-,21+,22+,23-,24+,25-,26+,27-/m0/s1
• InChI Key: OONXNTUZEDPBLV-AHQXEIIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₆
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.31378912 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	-	0.7153	71.53%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6620	66.20%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.6944	69.44%
P-glycoprotein inhibitior	-	0.5969	59.69%
P-glycoprotein substrate	+	0.6014	60.14%
CYP3A4 substrate	+	0.6877	68.77%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.8592	85.92%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.6691	66.91%
CYP2C8 inhibition	-	0.5815	58.15%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9648	96.48%
Skin irritation	+	0.5944	59.44%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3614	36.14%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8710	87.10%
Acute Oral Toxicity (c)	I	0.3704	37.04%
Estrogen receptor binding	+	0.7014	70.14%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.5187	51.87%
Glucocorticoid receptor binding	+	0.7463	74.63%
Aromatase binding	+	0.6409	64.09%
PPAR gamma	-	0.5999	59.99%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	98.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.50%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.55%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.53%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.09%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.76%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.10%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.30%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.26%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.93%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.05%	90.24%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.46%	98.05%

Plants that contains it

• Hemidesmus indicus

Cross-Links

• PubChem: 101594607
• LOTUS: LTS0040326
• wikiData: Q105195512