(1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(2R,4R,5R)-5-hydroperoxy-4-hydroxy-6-methylhept-6-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: e857e8dd-a002-4b6f-b61c-0a0ea812ef85
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(2R,4R,5R)-5-hydroperoxy-4-hydroxy-6-methylhept-6-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• InChI: InChI=1S/C29H48O4/c1-17(2)25(33-32)23(31)15-18(3)20-9-11-27(6)24-8-7-21-19(4)22(30)10-12-28(21)16-29(24,28)14-13-26(20,27)5/h18-25,30-32H,1,7-16H2,2-6H3/t18-,19+,20-,21+,22+,23-,24+,25-,26-,27+,28-,29+/m1/s1
• InChI Key: BEXKXFSUDVVSFA-ZLOFJMPJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₄
• Molecular Weight: 460.70 g/mol
• Exact Mass: 460.35526001 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.6701	67.01%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5339	53.39%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8841	88.41%
P-glycoprotein inhibitior	-	0.6640	66.40%
P-glycoprotein substrate	+	0.5554	55.54%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7067	70.67%
CYP3A4 inhibition	-	0.7171	71.71%
CYP2C9 inhibition	-	0.6550	65.50%
CYP2C19 inhibition	-	0.6570	65.70%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.7617	76.17%
CYP2C8 inhibition	+	0.4563	45.63%
CYP inhibitory promiscuity	-	0.7204	72.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6599	65.99%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4287	42.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8255	82.55%
Acute Oral Toxicity (c)	III	0.3360	33.60%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	+	0.6092	60.92%
Glucocorticoid receptor binding	+	0.6835	68.35%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	+	0.5862	58.62%
Honey bee toxicity	-	0.6179	61.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5276	52.76%
Fish aquatic toxicity	+	0.9921	99.21%

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	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.98%	97.25%
CHEMBL3837	P07711	Cathepsin L	95.44%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	94.87%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	92.55%	90.17%
CHEMBL325	Q13547	Histone deacetylase 1	91.23%	95.92%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.41%	97.79%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.36%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	89.39%	95.52%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.29%	90.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.34%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.09%	96.38%
CHEMBL233	P35372	Mu opioid receptor	86.75%	97.93%
CHEMBL240	Q12809	HERG	86.34%	89.76%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.03%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.51%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.15%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.10%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.44%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.44%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.30%	95.71%
CHEMBL1914	P06276	Butyrylcholinesterase	81.98%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.61%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.27%	92.94%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.09%	99.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.05%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.93%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.55%	97.53%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	80.47%	82.05%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	80.34%	93.07%

Plants that contains it

• Aglaia argentea

Cross-Links

• PubChem: 10575958
• LOTUS: LTS0148383
• wikiData: Q104933718