[(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-6-methyl-4-oxohept-5-en-2-yl]-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl] acetate

Details

• Internal ID: 909a8372-0b6a-4ece-99c0-5485745b74ee
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-6-methyl-4-oxohept-5-en-2-yl]-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl] acetate
• SMILES (Canonical): CC1C2CCC3C4(CC(C(C4(CCC35C2(C5)C=CC1=O)C)C(C)C(C(=O)C=C(C)C)O)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@H]3[C@@]4(C[C@@H]([C@@H]([C@]4(CC[C@@]35[C@@]2(C5)C=CC1=O)C)[C@H](C)[C@H](C(=O)C=C(C)C)O)OC(=O)C)C
• InChI: InChI=1S/C31H44O5/c1-17(2)14-23(34)27(35)19(4)26-24(36-20(5)32)15-29(7)25-9-8-21-18(3)22(33)10-11-30(21)16-31(25,30)13-12-28(26,29)6/h10-11,14,18-19,21,24-27,35H,8-9,12-13,15-16H2,1-7H3/t18-,19-,21-,24-,25-,26-,27+,28+,29-,30+,31-/m0/s1
• InChI Key: LFOGMLHBIASASZ-CNWSIUGMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₅
• Molecular Weight: 496.70 g/mol
• Exact Mass: 496.31887450 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL10103105

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.6372	63.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8192	81.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.8951	89.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9318	93.18%
P-glycoprotein inhibitior	+	0.7184	71.84%
P-glycoprotein substrate	-	0.5304	53.04%
CYP3A4 substrate	+	0.7060	70.60%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.9035	90.35%
CYP3A4 inhibition	-	0.7828	78.28%
CYP2C9 inhibition	-	0.7598	75.98%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.8184	81.84%
CYP2C8 inhibition	+	0.5231	52.31%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9511	95.11%
Skin irritation	+	0.5546	55.46%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6747	67.47%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6556	65.56%
skin sensitisation	-	0.6354	63.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.6080	60.80%
Estrogen receptor binding	+	0.8595	85.95%
Androgen receptor binding	+	0.7773	77.73%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.7754	77.54%
PPAR gamma	+	0.5797	57.97%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.51%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL4072	P07858	Cathepsin B	90.66%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.90%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	87.53%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.25%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.79%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.31%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.45%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.41%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%

Plants that contains it

• Neoboutonia melleri

Cross-Links

• PubChem: 57332506
• LOTUS: LTS0252889
• wikiData: Q105151101