[(2R,3R,4R,5S,6S)-2-[[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] acetate

Details

• Internal ID: 6cc4bcc4-f122-4fc8-8052-e9ad7e44cb37
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4C(CC3(C2C(C)C(CC=C(C)C)O)C)O)C)O)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4[C@H](C[C@@]3([C@H]2[C@H](C)[C@H](CC=C(C)C)O)C)O)C)O)O)OC(=O)C)O
• InChI: InChI=1S/C35H56O9/c1-17(2)8-11-25(38)18(3)28-27(44-33-31(41)32(43-20(5)36)30(40)19(4)42-33)15-24-23-10-9-21-14-22(37)12-13-34(21,6)29(23)26(39)16-35(24,28)7/h8-9,18-19,22-33,37-41H,10-16H2,1-7H3/t18-,19+,22+,23+,24+,25+,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+/m1/s1
• InChI Key: HXVCDGUJPZAQFA-SUCLZTGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₉
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.39243336 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	-	0.8472	84.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7553	75.53%
OATP2B1 inhibitior	-	0.7221	72.21%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	-	0.2276	22.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8212	82.12%
P-glycoprotein inhibitior	+	0.6810	68.10%
P-glycoprotein substrate	+	0.6580	65.80%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7184	71.84%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.8376	83.76%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.8398	83.98%
CYP2C8 inhibition	+	0.7021	70.21%
CYP inhibitory promiscuity	-	0.8267	82.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9321	93.21%
Skin irritation	+	0.5976	59.76%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5445	54.45%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8266	82.66%
Acute Oral Toxicity (c)	I	0.4483	44.83%
Estrogen receptor binding	+	0.7425	74.25%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	-	0.5643	56.43%
Glucocorticoid receptor binding	+	0.6255	62.55%
Aromatase binding	+	0.7114	71.14%
PPAR gamma	+	0.6238	62.38%
Honey bee toxicity	-	0.6568	65.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9810	98.10%

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	98.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.80%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.50%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.53%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.41%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.90%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.03%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.00%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.68%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.57%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL5028	O14672	ADAM10	84.09%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL255	P29275	Adenosine A2b receptor	83.61%	98.59%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.39%	95.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.38%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.12%	93.56%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 10461539
• LOTUS: LTS0196818
• wikiData: Q105035155