(8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetyl]-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one

Details

• Internal ID: 1f064ad4-5a29-4f1c-b1cb-6009cf440b6d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetyl]-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC12CCC(=O)C=C1CCC3C2CCC4(C3(CCC4C(=O)COC5C(C(C(C(O5)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C(=O)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C
• InChI: InChI=1S/C27H40O9/c1-25-8-5-15(29)11-14(25)3-4-17-16(25)6-9-26(2)18(7-10-27(17,26)34)19(30)13-35-24-23(33)22(32)21(31)20(12-28)36-24/h11,16-18,20-24,28,31-34H,3-10,12-13H2,1-2H3/t16-,17+,18+,20+,21+,22-,23+,24+,25-,26+,27-/m0/s1
• InChI Key: FCCQEOVLAZYVQV-FQGVJWJYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₉
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.26723285 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7849	78.49%
Caco-2	-	0.8385	83.85%
Blood Brain Barrier	-	0.5601	56.01%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5901	59.01%
BSEP inhibitior	+	0.6135	61.35%
P-glycoprotein inhibitior	-	0.5629	56.29%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9200	92.00%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8649	86.49%
CYP2C8 inhibition	+	0.6082	60.82%
CYP inhibitory promiscuity	-	0.9499	94.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9587	95.87%
Skin irritation	+	0.4920	49.20%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8084	80.84%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7022	70.22%
Acute Oral Toxicity (c)	III	0.5333	53.33%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.8362	83.62%
Thyroid receptor binding	-	0.5997	59.97%
Glucocorticoid receptor binding	+	0.7366	73.66%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	-	0.6417	64.17%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9594	95.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.24%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.45%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL1871	P10275	Androgen Receptor	86.88%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	86.28%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.27%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.96%	94.33%
CHEMBL4208	P20618	Proteasome component C5	80.95%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.94%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Cryptotaenia japonica
• Nerium oleander
• Rhododendron farrerae
• Toxicodendron succedaneum

Cross-Links

• PubChem: 101630631
• NPASS: NPC127843
• LOTUS: LTS0220920
• wikiData: Q104993078