[(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-8,14-dihydroxy-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: 0e54eb04-15f5-4e88-ad50-4529b602e06d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-8,14-dihydroxy-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
• InChI: InChI=1S/C58H86O24/c1-27(60)35-19-22-57(68)55(35,8)50(78-51(66)32-15-13-12-14-16-32)47(75-31(5)61)48-53(6)20-18-34(23-33(53)17-21-56(48,57)67)80-54(7)25-37(71-10)44(30(4)79-54)76-39-24-36(70-9)43(28(2)73-39)77-52-42(64)46(72-11)45(29(3)74-52)82-58(69)49(65)41(63)40(62)38(26-59)81-58/h12-17,28-30,34-50,52,59,62-65,67-69H,18-26H2,1-11H3/t28?,29?,30?,34-,35-,36?,37?,38?,39?,40+,41?,42?,43?,44?,45?,46?,47-,48?,49-,50+,52?,53-,54?,55-,56-,57+,58+/m0/s1
• InChI Key: KFIOUALHQGZJJT-VTPAIENLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₂₄
• Molecular Weight: 1167.30 g/mol
• Exact Mass: 1166.55090361 g/mol
• Topological Polar Surface Area (TPSA): 333.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8943	89.43%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8019	80.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8242	82.42%
OATP1B3 inhibitior	+	0.8956	89.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7303	73.03%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.7947	79.47%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.6217	62.17%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.8924	89.24%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	+	0.8212	82.12%
CYP inhibitory promiscuity	-	0.9143	91.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5844	58.44%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7998	79.98%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9066	90.66%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8221	82.21%
Acute Oral Toxicity (c)	I	0.4426	44.26%
Estrogen receptor binding	+	0.6951	69.51%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	+	0.7015	70.15%
Glucocorticoid receptor binding	+	0.8094	80.94%
Aromatase binding	+	0.6788	67.88%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.6201	62.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9751	97.51%

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	99.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.87%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.86%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.29%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	95.11%	97.79%
CHEMBL5028	O14672	ADAM10	92.28%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.21%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.12%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.51%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.10%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.02%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.08%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.97%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.86%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.81%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.25%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.21%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.48%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	84.43%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.36%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.18%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.80%	100.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.60%	92.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.81%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.58%	97.09%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 163101349
• LOTUS: LTS0236050
• wikiData: Q105140398