(1R,2S,7R,8S,10R,11S,13R,15S,16R,19R)-8-hydroxy-7-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,15,19-trimethyl-14-oxapentacyclo[11.5.1.02,11.05,10.016,19]nonadec-4-ene-12,18-dione

Details

• Internal ID: de87c531-f55c-4294-a681-ae9c1ad0017c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1R,2S,7R,8S,10R,11S,13R,15S,16R,19R)-8-hydroxy-7-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,15,19-trimethyl-14-oxapentacyclo[11.5.1.02,11.05,10.016,19]nonadec-4-ene-12,18-dione
• SMILES (Canonical): CC1C2CC(=O)C3C2(C(O1)C(=O)C4C3CC=C5C4(CC(C(C5)OC6CC(C(C(O6)C)O)OC)O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC(=O)[C@H]3[C@@]2([C@@H](O1)C(=O)[C@H]4[C@H]3CC=C5[C@@]4(C[C@@H]([C@@H](C5)O[C@H]6C[C@H]([C@H]([C@H](O6)C)O)OC)O)C)C
• InChI: InChI=1S/C28H40O8/c1-12-16-9-17(29)22-15-7-6-14-8-19(36-21-10-20(33-5)24(31)13(2)34-21)18(30)11-27(14,3)23(15)25(32)26(35-12)28(16,22)4/h6,12-13,15-16,18-24,26,30-31H,7-11H2,1-5H3/t12-,13+,15-,16-,18-,19+,20+,21-,22-,23+,24-,26-,27-,28+/m0/s1
• InChI Key: QEFALKLEMZRSQY-UJGTZUMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₈
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.27231823 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.7553	75.53%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7368	73.68%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5571	55.71%
P-glycoprotein inhibitior	+	0.5977	59.77%
P-glycoprotein substrate	+	0.6547	65.47%
CYP3A4 substrate	+	0.7151	71.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.6904	69.04%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.9517	95.17%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.4643	46.43%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4436	44.36%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.5277	52.77%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.6085	60.85%
Human Ether-a-go-go-Related Gene inhibition	-	0.4422	44.22%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5531	55.31%
Acute Oral Toxicity (c)	I	0.6009	60.09%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.7146	71.46%
Thyroid receptor binding	-	0.5939	59.39%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.5989	59.89%
PPAR gamma	-	0.4926	49.26%
Honey bee toxicity	-	0.6009	60.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	97.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.46%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.65%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.30%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.15%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.17%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.44%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.35%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.09%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.18%	92.94%

Plants that contains it

• Digitalis lanata
• Digitalis purpurea

Cross-Links

• PubChem: 162942461
• LOTUS: LTS0107741
• wikiData: Q105219153