(2R)-3-[(3S,5R,10S,13S)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,11,12-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: be8fa36d-9853-47a7-a9c3-d5eeeefaacbd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R)-3-[(3S,5R,10S,13S)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,11,12-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4=C3CCC5(C4=CC=C5C6=CC(=O)OC6O)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CCC4=C3CC[C@]5(C4=CC=C5C6=CC(=O)O[C@H]6O)C)C)O)OC)O
• InChI: InChI=1S/C30H40O8/c1-15-24(32)26(35-4)25(33)28(36-15)37-17-9-11-29(2)16(13-17)5-6-18-20-7-8-21(19-14-23(31)38-27(19)34)30(20,3)12-10-22(18)29/h7-8,14-17,24-28,32-34H,5-6,9-13H2,1-4H3/t15-,16-,17+,24+,25-,26+,27-,28+,29+,30+/m1/s1
• InChI Key: PAKNXXANXAHILQ-JJODJBOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₈
• Molecular Weight: 528.60 g/mol
• Exact Mass: 528.27231823 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	-	0.7476	74.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8433	84.33%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8649	86.49%
P-glycoprotein inhibitior	+	0.6372	63.72%
P-glycoprotein substrate	+	0.5481	54.81%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.7331	73.31%
CYP2C9 inhibition	-	0.9207	92.07%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	+	0.4584	45.84%
CYP inhibitory promiscuity	-	0.8175	81.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4198	41.98%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.5593	55.93%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4609	46.09%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5673	56.73%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6722	67.22%
Acute Oral Toxicity (c)	I	0.5249	52.49%
Estrogen receptor binding	+	0.7793	77.93%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	+	0.5343	53.43%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	+	0.6885	68.85%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.6125	61.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9644	96.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.24%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.31%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.82%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.24%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.13%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.53%	94.00%
CHEMBL1871	P10275	Androgen Receptor	83.37%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.47%	97.36%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.06%	94.78%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 162933923
• LOTUS: LTS0125520
• wikiData: Q105204575