3-[(3S,5R,8R,10S,13S,14R,15R)-15-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: 495ff444-701e-422c-b9cb-bbaf441f03d9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(3S,5R,8R,10S,13S,14R,15R)-15-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC12CCC(CC1CCC3C2CCC4(C3C(C=C4C5=CC(=O)OC5)O)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3C2CC[C@]4([C@@H]3[C@@H](C=C4C5=CC(=O)OC5)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C29H42O9/c1-28-7-5-16(37-27-26(35)25(34)24(33)21(12-30)38-27)10-15(28)3-4-17-18(28)6-8-29(2)19(11-20(31)23(17)29)14-9-22(32)36-13-14/h9,11,15-18,20-21,23-27,30-31,33-35H,3-8,10,12-13H2,1-2H3/t15-,16+,17-,18?,20-,21-,23+,24-,25+,26-,27-,28+,29-/m1/s1
• InChI Key: RAYDSAOBFLQKKD-QJVMROPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₉
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.28288291 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7904	79.04%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	0.7265	72.65%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5528	55.28%
P-glycoprotein inhibitior	-	0.5257	52.57%
P-glycoprotein substrate	-	0.5432	54.32%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.9464	94.64%
CYP2C9 inhibition	-	0.9184	91.84%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8816	88.16%
CYP2C8 inhibition	+	0.4918	49.18%
CYP inhibitory promiscuity	-	0.8505	85.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9493	94.93%
Skin irritation	-	0.6169	61.69%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7648	76.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.8535	85.35%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.7778	77.78%
Estrogen receptor binding	+	0.7593	75.93%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	-	0.6045	60.45%
Glucocorticoid receptor binding	+	0.6776	67.76%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.6336	63.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	97.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.80%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.48%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.89%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.71%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	86.20%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.74%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.61%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.49%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.49%	97.79%
CHEMBL1871	P10275	Androgen Receptor	82.47%	96.43%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.43%	94.23%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 6325741
• NPASS: NPC111216