[8,14,17-Trihydroxy-3-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-[1-(3-phenylprop-2-enoyloxy)ethyl]-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate

Details

• Internal ID: 8484031a-a9f9-458b-9130-9207eaf1eb0f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [8,14,17-trihydroxy-3-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-[1-(3-phenylprop-2-enoyloxy)ethyl]-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)(C(C)OC(=O)C=CC7=CC=CC=C7)O)C)OC(=O)C=CC8=CC=CC=C8)C)C)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)(C(C)OC(=O)C=CC7=CC=CC=C7)O)C)OC(=O)C=CC8=CC=CC=C8)C)C)OC)O
• InChI: InChI=1S/C53H70O14/c1-32-47(56)39(60-6)29-46(62-32)67-48-33(2)63-45(30-40(48)61-7)65-38-23-24-49(4)37(28-38)22-25-52(58)41(49)31-42(66-44(55)21-19-36-16-12-9-13-17-36)50(5)51(57,26-27-53(50,52)59)34(3)64-43(54)20-18-35-14-10-8-11-15-35/h8-22,32-34,38-42,45-48,56-59H,23-31H2,1-7H3
• InChI Key: OCBIOMRPIAAVIS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₀O₁₄
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.47655690 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9003	90.03%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.7572	75.72%
P-glycoprotein substrate	+	0.7588	75.88%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	+	0.7539	75.39%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.5610	56.10%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7837	78.37%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9451	94.51%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.6125	61.25%
Glucocorticoid receptor binding	+	0.7721	77.21%
Aromatase binding	+	0.5326	53.26%
PPAR gamma	+	0.7784	77.84%
Honey bee toxicity	-	0.6304	63.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6245	62.45%
Fish aquatic toxicity	+	0.9912	99.12%

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	98.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.06%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.75%	94.08%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.20%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.63%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	90.29%	90.17%
CHEMBL5028	O14672	ADAM10	90.07%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.40%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.81%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.75%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.56%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.31%	83.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.68%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	85.50%	92.98%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.21%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.30%	95.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.47%	94.62%
CHEMBL4040	P28482	MAP kinase ERK2	83.04%	83.82%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.63%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.32%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.29%	93.56%

Plants that contains it

• Periploca calophylla
• Salvia officinalis

Cross-Links

• PubChem: 163039806
• LOTUS: LTS0114883
• wikiData: Q105194399