[(1S,3R,6S,7S,8S,9S,10S,11S,16S)-6-acetyl-8-acetyloxy-7,11-dimethyl-14-oxo-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] 2-methylbutanoate

Details

• Internal ID: 83fab547-6917-4d31-bb8f-de33fd7c6a51
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1S,3R,6S,7S,8S,9S,10S,11S,16S)-6-acetyl-8-acetyloxy-7,11-dimethyl-14-oxo-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C3(CCC(=O)CC3CCC24C5(O4)CCC(C5(C1OC(=O)C)C)C(=O)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1[C@@H]2[C@]3(CCC(=O)C[C@@H]3CC[C@@]24[C@@]5(O4)CC[C@@H]([C@]5([C@@H]1OC(=O)C)C)C(=O)C)C
• InChI: InChI=1S/C28H40O7/c1-7-15(2)24(32)34-21-22-25(5)11-9-19(31)14-18(25)8-12-27(22)28(35-27)13-10-20(16(3)29)26(28,6)23(21)33-17(4)30/h15,18,20-23H,7-14H2,1-6H3/t15?,18-,20+,21-,22+,23+,25-,26-,27-,28+/m0/s1
• InChI Key: NQDRVWQAEFRUEQ-ZFEXEXADSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5937	59.37%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5323	53.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	+	0.7745	77.45%
P-glycoprotein substrate	-	0.6107	61.07%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.7471	74.71%
CYP2C9 inhibition	-	0.7694	76.94%
CYP2C19 inhibition	-	0.7094	70.94%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.7374	73.74%
CYP2C8 inhibition	+	0.4879	48.79%
CYP inhibitory promiscuity	-	0.8881	88.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.6068	60.68%
Skin corrosion	-	0.8991	89.91%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4787	47.87%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5568	55.68%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4767	47.67%
Acute Oral Toxicity (c)	III	0.4768	47.68%
Estrogen receptor binding	+	0.8760	87.60%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.5485	54.85%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.8134	81.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	99.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.63%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.08%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.41%	96.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.42%	82.50%
CHEMBL299	P17252	Protein kinase C alpha	86.42%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	86.08%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	85.92%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.62%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.17%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.24%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.31%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.92%	92.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.98%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.10%	95.89%

Plants that contains it

• Gongronemopsis tenacissima

Cross-Links

• PubChem: 118724164
• LOTUS: LTS0109953
• wikiData: Q105183730