(1R,2S,4S,6S,7R,8R,10S,11R,12R)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadec-13-ene-6,8,12-triol

Details

• Internal ID: 32a2bfe5-b1b8-46a0-a9d8-d0e3cd66c07a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1R,2S,4S,6S,7R,8R,10S,11R,12R)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadec-13-ene-6,8,12-triol
• InChI: InChI=1S/C20H29NO3/c1-11-12-4-7-20(16(11)23)14(8-12)19-6-3-5-18(2,17(24)21-10-19)13(19)9-15(20)22/h10,12-17,22-24H,1,3-9H2,2H3/t12-,13+,14-,15+,16-,17+,18+,19-,20+/m0/s1
• InChI Key: DTWRNBPLILRYBH-KDRUZJHHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.21474379 g/mol
• Topological Polar Surface Area (TPSA): 73.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.6364	63.64%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4655	46.55%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6320	63.20%
P-glycoprotein inhibitior	-	0.8914	89.14%
P-glycoprotein substrate	-	0.7213	72.13%
CYP3A4 substrate	+	0.6409	64.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7453	74.53%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.8032	80.32%
CYP2C19 inhibition	-	0.6952	69.52%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.7192	71.92%
CYP2C8 inhibition	-	0.5961	59.61%
CYP inhibitory promiscuity	-	0.8003	80.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5459	54.59%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4694	46.94%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5315	53.15%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.6515	65.15%
Thyroid receptor binding	+	0.7624	76.24%
Glucocorticoid receptor binding	+	0.7222	72.22%
Aromatase binding	+	0.6063	60.63%
PPAR gamma	-	0.4894	48.94%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8202	82.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	91.99%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.27%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.79%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.19%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.80%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	81.31%	95.38%

Plants that contains it

• Spiraea japonica

Cross-Links

• PubChem: 101104082
• LOTUS: LTS0070253
• wikiData: Q104989063