methyl (1S,2R,5S,10S,11R,14S,15S,21R,22R,23S)-22-acetyloxy-10,23-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricosa-7,16-diene-11-carboxylate

Details

• Internal ID: de29d590-7ced-45c6-86b1-26aab76d7379
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: methyl (1S,2R,5S,10S,11R,14S,15S,21R,22R,23S)-22-acetyloxy-10,23-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricosa-7,16-diene-11-carboxylate
• SMILES (Canonical): CC1=CCC2(CCC3(C4C(C(C5(COC(=O)C=CC5C4(CCC3(C2(C1)O)C(=O)OC)C)C(C)O)OC(=O)C)O)C)C
• SMILES (Isomeric): CC1=CC[C@@]2(CC[C@@]3([C@H]4[C@@H]([C@@H]([C@]5(COC(=O)C=C[C@H]5[C@@]4(CC[C@@]3([C@@]2(C1)O)C(=O)OC)C)[C@@H](C)O)OC(=O)C)O)C)C
• InChI: InChI=1S/C32H46O9/c1-18-10-11-27(4)12-14-29(6)24-23(36)25(41-20(3)34)30(19(2)33)17-40-22(35)9-8-21(30)28(24,5)13-15-31(29,26(37)39-7)32(27,38)16-18/h8-10,19,21,23-25,33,36,38H,11-17H2,1-7H3/t19-,21+,23+,24+,25+,27-,28+,29-,30-,31-,32+/m1/s1
• InChI Key: MAASNULAYUTHCM-HQRILASWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₉
• Molecular Weight: 574.70 g/mol
• Exact Mass: 574.31418304 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.7264	72.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7705	77.05%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6928	69.28%
BSEP inhibitior	+	0.9904	99.04%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	+	0.6444	64.44%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.7193	71.93%
CYP2C9 inhibition	-	0.7924	79.24%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.6606	66.06%
CYP2C8 inhibition	+	0.5166	51.66%
CYP inhibitory promiscuity	-	0.9695	96.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.5540	55.40%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6594	65.94%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4886	48.86%
Acute Oral Toxicity (c)	IV	0.4068	40.68%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.5374	53.74%
Glucocorticoid receptor binding	+	0.7757	77.57%
Aromatase binding	+	0.8102	81.02%
PPAR gamma	+	0.6369	63.69%
Honey bee toxicity	-	0.6872	68.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	99.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.29%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.84%	96.38%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.70%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.26%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.81%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.50%	95.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.06%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.79%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.72%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.34%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.24%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.76%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.97%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.84%	81.11%
CHEMBL2535	P11166	Glucose transporter	86.17%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.06%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.04%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.87%	87.67%
CHEMBL5028	O14672	ADAM10	84.58%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.51%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.42%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.28%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.65%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.58%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	81.44%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.19%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.18%	94.80%

Plants that contains it

• Galphimia glauca

Cross-Links

• PubChem: 163012046
• LOTUS: LTS0217110
• wikiData: Q105160253