1-[(6S,8R,11R,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethanone

Details

• Internal ID: d1686268-0ed8-4d5e-aea7-88a1181de6a4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
• IUPAC Name: 1-[(6S,8R,11R,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethanone
• InChI: InChI=1S/C26H41NO2/c1-16(28)23-21(29)15-26(5)20-10-9-19-17(14-18(20)12-13-25(23,26)4)8-11-22(27(6)7)24(19,2)3/h12,14,19-23,29H,8-11,13,15H2,1-7H3/t19-,20-,21-,22+,23+,25-,26+/m1/s1
• InChI Key: DARPNBBNASGJNY-BRSAXJGXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁NO₂
• Molecular Weight: 399.60 g/mol
• Exact Mass: 399.313729551 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7317	73.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4632	46.32%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9620	96.20%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8762	87.62%
P-glycoprotein inhibitior	-	0.5985	59.85%
P-glycoprotein substrate	-	0.5225	52.25%
CYP3A4 substrate	+	0.6836	68.36%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.3747	37.47%
CYP3A4 inhibition	-	0.8179	81.79%
CYP2C9 inhibition	-	0.7200	72.00%
CYP2C19 inhibition	-	0.6693	66.93%
CYP2D6 inhibition	-	0.6457	64.57%
CYP1A2 inhibition	-	0.5980	59.80%
CYP2C8 inhibition	-	0.7870	78.70%
CYP inhibitory promiscuity	-	0.8329	83.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4921	49.21%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9525	95.25%
Skin irritation	-	0.6363	63.63%
Skin corrosion	-	0.8734	87.34%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7890	78.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6724	67.24%
Acute Oral Toxicity (c)	III	0.5511	55.11%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.6598	65.98%
Thyroid receptor binding	+	0.7489	74.89%
Glucocorticoid receptor binding	+	0.7246	72.46%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.5901	59.01%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	98.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.58%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.42%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.63%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Buxus sempervirens

Cross-Links

• PubChem: 163000849
• LOTUS: LTS0017069
• wikiData: Q104973889