(1S,3R,8R,11S,12S,14R,15S,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(1R)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

Details

• Internal ID: 53b21f0e-748d-417b-a42e-7d49c822c3a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,8R,11S,12S,14R,15S,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(1R)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
• SMILES (Canonical): CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C)O)NC
• 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)CCC(=O)C5(C)C)C)C)O)NC
• InChI: InChI=1S/C25H41NO2/c1-15(26-6)20-16(27)13-23(5)18-8-7-17-21(2,3)19(28)9-10-24(17)14-25(18,24)12-11-22(20,23)4/h15-18,20,26-27H,7-14H2,1-6H3/t15-,16-,17+,18+,20+,22-,23+,24-,25+/m1/s1
• InChI Key: SMKZFVZXPZJPFK-RYNJIZPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₂
• Molecular Weight: 387.60 g/mol
• Exact Mass: 387.313729551 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.5203	52.03%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4720	47.20%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5192	51.92%
P-glycoprotein inhibitior	-	0.7354	73.54%
P-glycoprotein substrate	-	0.7227	72.27%
CYP3A4 substrate	+	0.6077	60.77%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	+	0.3948	39.48%
CYP3A4 inhibition	-	0.7447	74.47%
CYP2C9 inhibition	-	0.5903	59.03%
CYP2C19 inhibition	-	0.7031	70.31%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.6465	64.65%
CYP2C8 inhibition	-	0.8168	81.68%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.8839	88.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5589	55.89%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7894	78.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7402	74.02%
Acute Oral Toxicity (c)	III	0.5691	56.91%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.7950	79.50%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	+	0.8599	85.99%
PPAR gamma	-	0.5310	53.10%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8139	81.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.63%	83.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.95%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.52%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.89%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.81%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.11%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.34%	96.38%
CHEMBL268	P43235	Cathepsin K	84.29%	96.85%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.36%	93.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.40%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.15%	85.30%
CHEMBL299	P17252	Protein kinase C alpha	80.76%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	80.59%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.17%	91.19%

Plants that contains it

• Buxus microphylla

Cross-Links

• PubChem: 163093280
• LOTUS: LTS0060630
• wikiData: Q105255997