(2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-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]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 0cb5d5ce-646b-4870-9c0c-8c89bb74ed0e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-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]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4C(CC3(C2C(C)C(CCC(C)C)O)C)O)C)O)O)O)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](CCC(C)C)O)C)O)C)O)O)O)O
• InChI: InChI=1S/C33H56O8/c1-16(2)7-10-23(35)17(3)26-25(41-31-30(39)29(38)28(37)18(4)40-31)14-22-21-9-8-19-13-20(34)11-12-32(19,5)27(21)24(36)15-33(22,26)6/h8,16-18,20-31,34-39H,7,9-15H2,1-6H3/t17-,18+,20+,21+,22+,23+,24-,25+,26+,27-,28+,29-,30-,31+,32+,33+/m1/s1
• InChI Key: YCZAEBFSTKVRIP-DEFQTHRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₈
• Molecular Weight: 580.80 g/mol
• Exact Mass: 580.39751874 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9043	90.43%
Caco-2	-	0.8256	82.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6827	68.27%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.8179	81.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6218	62.18%
P-glycoprotein inhibitior	-	0.4488	44.88%
P-glycoprotein substrate	+	0.7111	71.11%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.8002	80.02%
CYP2C9 inhibition	-	0.8238	82.38%
CYP2C19 inhibition	-	0.8161	81.61%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8472	84.72%
CYP2C8 inhibition	+	0.7163	71.63%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9403	94.03%
Skin irritation	+	0.5166	51.66%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7832	78.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.6767	67.67%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5945	59.45%
skin sensitisation	-	0.8383	83.83%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9163	91.63%
Acute Oral Toxicity (c)	I	0.4658	46.58%
Estrogen receptor binding	+	0.6716	67.16%
Androgen receptor binding	+	0.6871	68.71%
Thyroid receptor binding	-	0.5458	54.58%
Glucocorticoid receptor binding	+	0.5507	55.07%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.5762	57.62%
Honey bee toxicity	-	0.6917	69.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	99.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.51%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.22%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.64%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.83%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.94%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.93%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.80%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	89.36%	94.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.90%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.33%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.91%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.67%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.43%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.32%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	86.17%	97.79%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.14%	97.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.96%	93.56%
CHEMBL255	P29275	Adenosine A2b receptor	85.15%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.60%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.34%	97.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.24%	92.78%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 162927875
• LOTUS: LTS0017826
• wikiData: Q105346603