[(1R,2R,4aS,4bR,8R,8aS,9S,10aR)-1,8-diacetyloxy-7-[(2S,4S,5R,6S)-5-[(2S,3R,4S,5R,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-2-[(2S)-2-methoxy-2-methyl-5-oxofuran-3-yl]-2,4b-dimethyl-1,3,4,4a,5,8,8a,9,10,10a-decahydrophenanthren-9-yl] acetate

Details

• Internal ID: 6a3c5255-f91a-4143-9e01-13b46f158d77
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(1R,2R,4aS,4bR,8R,8aS,9S,10aR)-1,8-diacetyloxy-7-[(2S,4S,5R,6S)-5-[(2S,3R,4S,5R,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-2-[(2S)-2-methoxy-2-methyl-5-oxofuran-3-yl]-2,4b-dimethyl-1,3,4,4a,5,8,8a,9,10,10a-decahydrophenanthren-9-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2=CCC3(C4CCC(C(C4CC(C3C2OC(=O)C)OC(=O)C)OC(=O)C)(C)C5=CC(=O)OC5(C)OC)C)OC)OC6C(C(C(C(O6)C)OC7C(C(C(C(O7)CO)O)O)O)OC)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C[C@@H](O1)OC2=CC[C@@]3([C@H]4CC[C@]([C@@H]([C@@H]4C[C@@H]([C@H]3[C@H]2OC(=O)C)OC(=O)C)OC(=O)C)(C)C5=CC(=O)O[C@]5(C)OC)C)OC)O[C@H]6[C@@H]([C@@H]([C@@H]([C@@H](O6)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)OC)O
• InChI: InChI=1S/C48H72O22/c1-20-39(68-45-38(57)42(59-10)40(21(2)62-45)69-44-37(56)36(55)35(54)30(19-49)67-44)29(58-9)17-33(61-20)66-27-13-15-46(6)26-12-14-47(7,31-18-32(53)70-48(31,8)60-11)43(65-24(5)52)25(26)16-28(63-22(3)50)34(46)41(27)64-23(4)51/h13,18,20-21,25-26,28-30,33-45,49,54-57H,12,14-17,19H2,1-11H3/t20-,21-,25+,26-,28-,29-,30+,33-,34-,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45-,46+,47+,48-/m0/s1
• InChI Key: VESHJLKAOVXYMW-GMNNNNQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₂O₂₂
• Molecular Weight: 1001.10 g/mol
• Exact Mass: 1000.45152392 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 22
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8276	82.76%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8403	84.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8261	82.61%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.6949	69.49%
CYP3A4 substrate	+	0.7526	75.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.8864	88.64%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.9273	92.73%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	+	0.7721	77.21%
CYP inhibitory promiscuity	-	0.8887	88.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.5619	56.19%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7548	75.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7487	74.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5740	57.40%
Acute Oral Toxicity (c)	I	0.8053	80.53%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.6290	62.90%
Glucocorticoid receptor binding	+	0.8073	80.73%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.8316	83.16%
Honey bee toxicity	-	0.5860	58.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9626	96.26%

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	99.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.50%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.53%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.75%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.23%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.20%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.40%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.87%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.53%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.52%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.30%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.25%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.97%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.31%	95.93%
CHEMBL1871	P10275	Androgen Receptor	84.13%	96.43%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.94%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.31%	94.80%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.57%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.95%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162911454
• LOTUS: LTS0174922
• wikiData: Q105284824