(1R,2S,3S,5S,8R,9S,11S,13R,14S,16S,17R,18S)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-2,3,13,18-tetrol

Details

• Internal ID: 5ba21e86-4b27-4801-acef-a811e80993ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,5S,8R,9S,11S,13R,14S,16S,17R,18S)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-2,3,13,18-tetrol
• InChI: InChI=1S/C20H27NO4/c1-8-9-3-10-14-20-13-11(5-18(10,15(8)23)19(20,25)4-9)21(14)7-17(13,2)6-12(22)16(20)24/h9-16,22-25H,1,3-7H2,2H3/t9-,10+,11-,12-,13+,14+,15+,16+,17+,18-,19-,20+/m0/s1
• InChI Key: ZRLLUVUPFPNSFG-CGLJGDPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₄
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.19400834 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8845	88.45%
Caco-2	-	0.6498	64.98%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5002	50.02%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7890	78.90%
P-glycoprotein inhibitior	-	0.9111	91.11%
P-glycoprotein substrate	-	0.5109	51.09%
CYP3A4 substrate	+	0.6420	64.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3724	37.24%
CYP3A4 inhibition	-	0.9892	98.92%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.8459	84.59%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.8752	87.52%
CYP2C8 inhibition	-	0.7484	74.84%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.7348	73.48%
Skin corrosion	-	0.9064	90.64%
Ames mutagenesis	-	0.6198	61.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.3909	39.09%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5817	58.17%
Acute Oral Toxicity (c)	III	0.5386	53.86%
Estrogen receptor binding	+	0.7271	72.71%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.6819	68.19%
PPAR gamma	+	0.5304	53.04%
Honey bee toxicity	-	0.8081	80.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8425	84.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.86%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.94%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.95%	97.25%
CHEMBL238	Q01959	Dopamine transporter	85.18%	95.88%
CHEMBL222	P23975	Norepinephrine transporter	85.13%	96.06%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.81%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.20%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106935
• LOTUS: LTS0006406
• wikiData: Q105382073