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

Details

• Internal ID: 2e1ad615-3415-4cf5-9ead-57e2fcd4958b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: methyl (1S,2R,5S,8R,10S,11S,14S,15S,21R,22R,23S)-22-acetyloxy-8,10,23-trihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-11-carboxylate
• SMILES (Canonical): CC(C12COC(=O)C=CC1C3(CCC4(C(C3C(C2OC(=O)C)O)(CCC5(C4(CC(CC5)(C)O)O)C)C)C(=O)OC)C)O
• SMILES (Isomeric): C[C@H]([C@]12COC(=O)C=C[C@H]1[C@@]3(CC[C@@]4([C@@]([C@H]3[C@@H]([C@@H]2OC(=O)C)O)(CC[C@@]5([C@]4(C[C@](CC5)(C)O)O)C)C)C(=O)OC)C)O
• InChI: InChI=1S/C32H48O10/c1-18(33)30-17-41-21(35)9-8-20(30)28(5)13-15-31(25(37)40-7)29(6,23(28)22(36)24(30)42-19(2)34)14-11-26(3)10-12-27(4,38)16-32(26,31)39/h8-9,18,20,22-24,33,36,38-39H,10-17H2,1-7H3/t18-,20+,22+,23+,24+,26-,27-,28+,29-,30-,31+,32+/m1/s1
• InChI Key: KWKRHPCXAULBLW-IBPBPZBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₁₀
• Molecular Weight: 592.70 g/mol
• Exact Mass: 592.32474772 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9063	90.63%
Caco-2	-	0.7517	75.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7407	74.07%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.6850	68.50%
P-glycoprotein substrate	+	0.6139	61.39%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.6853	68.53%
CYP2C9 inhibition	-	0.8341	83.41%
CYP2C19 inhibition	-	0.8609	86.09%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.7831	78.31%
CYP2C8 inhibition	+	0.4518	45.18%
CYP inhibitory promiscuity	-	0.9766	97.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6913	69.13%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.6234	62.34%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7033	70.33%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.9102	91.02%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4945	49.45%
Acute Oral Toxicity (c)	III	0.3912	39.12%
Estrogen receptor binding	+	0.7373	73.73%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.7793	77.93%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.6850	68.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9618	96.18%

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	99.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.82%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.86%	96.38%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.40%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.18%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.10%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.58%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.85%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.09%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.73%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.21%	81.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.72%	97.14%
CHEMBL2535	P11166	Glucose transporter	83.59%	98.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.17%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.06%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.84%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.69%	82.69%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.02%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.87%	82.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.40%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	80.22%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.19%	94.33%

Plants that contains it

• Galphimia glauca

Cross-Links

• PubChem: 162964891
• LOTUS: LTS0005175
• wikiData: Q105146995