methyl (1R,2R,4aR,4bR,6aS,7S,9R,10R,10aS,10bR,12aR)-7,10-dihydroxy-2-(1-methoxy-2-methyl-1-oxopropan-2-yl)-1-(2-methoxy-2-oxoethyl)-1,4a,4b,9,10-pentamethyl-3,4,5,6,7,8,9,10a,10b,11,12,12a-dodecahydro-2H-chrysene-6a-carboxylate

Details

• Internal ID: 49b6e7b1-4a87-422b-9ec1-c9a1ac8f1e3c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: methyl (1R,2R,4aR,4bR,6aS,7S,9R,10R,10aS,10bR,12aR)-7,10-dihydroxy-2-(1-methoxy-2-methyl-1-oxopropan-2-yl)-1-(2-methoxy-2-oxoethyl)-1,4a,4b,9,10-pentamethyl-3,4,5,6,7,8,9,10a,10b,11,12,12a-dodecahydro-2H-chrysene-6a-carboxylate
• SMILES (Canonical): CC1CC(C2(CCC3(C(C2C1(C)O)CCC4C3(CCC(C4(C)CC(=O)OC)C(C)(C)C(=O)OC)C)C)C(=O)OC)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2(CC[C@@]3([C@@H]([C@@H]2[C@]1(C)O)CC[C@H]4[C@]3(CC[C@H]([C@]4(C)CC(=O)OC)C(C)(C)C(=O)OC)C)C)C(=O)OC)O
• InChI: InChI=1S/C33H54O8/c1-19-17-23(34)33(27(37)41-10)16-15-30(5)20(25(33)32(19,7)38)11-12-22-29(4,18-24(35)39-8)21(13-14-31(22,30)6)28(2,3)26(36)40-9/h19-23,25,34,38H,11-18H2,1-10H3/t19-,20-,21+,22-,23+,25-,29+,30-,31-,32-,33-/m1/s1
• InChI Key: IGDMTVOWANLZID-NULFTYLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₈
• Molecular Weight: 578.80 g/mol
• Exact Mass: 578.38186868 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.7162	71.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8683	86.83%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	-	0.2796	27.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8733	87.33%
P-glycoprotein inhibitior	+	0.6946	69.46%
P-glycoprotein substrate	+	0.5567	55.67%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	0.8254	82.54%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.7205	72.05%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9737	97.37%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	+	0.5871	58.71%
CYP inhibitory promiscuity	-	0.9710	97.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7385	73.85%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.5857	58.57%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4851	48.51%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6146	61.46%
Acute Oral Toxicity (c)	I	0.3497	34.97%
Estrogen receptor binding	+	0.6458	64.58%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	+	0.5142	51.42%
Glucocorticoid receptor binding	+	0.6865	68.65%
Aromatase binding	+	0.6923	69.23%
PPAR gamma	+	0.6211	62.11%
Honey bee toxicity	-	0.6063	60.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.81%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	97.42%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.11%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.62%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.73%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.94%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.62%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.51%	96.38%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.82%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.71%	82.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.60%	90.93%
CHEMBL299	P17252	Protein kinase C alpha	86.19%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	84.61%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	83.90%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.20%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.06%	91.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.03%	89.34%
CHEMBL1871	P10275	Androgen Receptor	82.82%	96.43%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.54%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.64%	97.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.56%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.01%	94.33%

Plants that contains it

• Musanga cecropioides

Cross-Links

• PubChem: 101602322
• LOTUS: LTS0002026
• wikiData: Q105112543