(1S,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-acetyloxy-6-hydroxy-15-[(2S,3R)-3-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

Details

• Internal ID: 4975777b-db8f-4f23-bb5a-2119bdf5a8e1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-acetyloxy-6-hydroxy-15-[(2S,3R)-3-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC(C)C(=C)C(=O)C(C(C)C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C(=O)O)O)C)C)OC(=O)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@@]5(C)C(=O)O)O)C)C)OC(=O)C)[C@H](C(=O)C(=C)C(C)C)O
• InChI: InChI=1S/C33H50O7/c1-17(2)18(3)26(36)27(37)19(4)25-21(40-20(5)34)15-30(7)22-9-10-23-31(8,28(38)39)24(35)11-12-32(23)16-33(22,32)14-13-29(25,30)6/h17,19,21-25,27,35,37H,3,9-16H2,1-2,4-8H3,(H,38,39)/t19-,21-,22-,23-,24-,25-,27+,29+,30-,31-,32+,33-/m0/s1
• InChI Key: MFGGXMSNGODHMJ-AEHIQNLVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀O₇
• Molecular Weight: 558.70 g/mol
• Exact Mass: 558.35565393 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	-	0.7504	75.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7255	72.55%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	-	0.2867	28.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7603	76.03%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	+	0.6473	64.73%
P-glycoprotein substrate	-	0.5612	56.12%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.6943	69.43%
CYP2C9 inhibition	+	0.5329	53.29%
CYP2C19 inhibition	-	0.7467	74.67%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.7817	78.17%
CYP2C8 inhibition	+	0.5285	52.85%
CYP inhibitory promiscuity	-	0.9170	91.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9195	91.95%
Skin irritation	+	0.5424	54.24%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4241	42.41%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.7578	75.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6656	66.56%
Acute Oral Toxicity (c)	I	0.5209	52.09%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.6777	67.77%
Aromatase binding	+	0.7442	74.42%
PPAR gamma	+	0.6292	62.92%
Honey bee toxicity	-	0.7155	71.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	95.03%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	94.76%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.85%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.86%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.54%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.50%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.46%	95.71%
CHEMBL3837	P07711	Cathepsin L	90.31%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.12%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.35%	82.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.84%	95.69%
CHEMBL204	P00734	Thrombin	85.45%	96.01%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.49%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.95%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.11%	97.09%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.99%	99.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.91%	85.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.82%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.27%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.20%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.18%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.12%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.91%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.82%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.45%	94.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.20%	89.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.01%	100.00%

Plants that contains it

• Neoboutonia melleri

Cross-Links

• PubChem: 57332644
• LOTUS: LTS0157773
• wikiData: Q105162647