(1R,3S,5R,8R,9S,11R,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-3,13-diol

Details

• Internal ID: 704d06ce-88bd-4751-9213-dc6026d0fcae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
• IUPAC Name: (1R,3S,5R,8R,9S,11R,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-3,13-diol
• SMILES (Canonical): CC12CC(CC34C1C5CC67C3CC(CC6C4N5C2)C(=C)C7O)O
• SMILES (Isomeric): C[C@@]12C[C@@H](C[C@]34[C@@H]1[C@@H]5C[C@]67[C@H]3C[C@H](C[C@@H]6[C@H]4N5C2)C(=C)[C@H]7O)O
• InChI: InChI=1S/C20H27NO2/c1-9-10-3-12-16-20-6-11(22)5-18(2)8-21(16)13(15(18)20)7-19(12,17(9)23)14(20)4-10/h10-17,22-23H,1,3-8H2,2H3/t10-,11-,12+,13-,14+,15+,16+,17+,18-,19+,20+/m0/s1
• InChI Key: ZYUGHWYPNFVSPX-UWGDBOAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₂
• Molecular Weight: 313.40 g/mol
• Exact Mass: 313.204179104 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5857	58.57%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4674	46.74%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6713	67.13%
P-glycoprotein inhibitior	-	0.9140	91.40%
P-glycoprotein substrate	-	0.6150	61.50%
CYP3A4 substrate	+	0.6402	64.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4754	47.54%
CYP3A4 inhibition	-	0.8887	88.87%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.7757	77.57%
CYP2D6 inhibition	-	0.6119	61.19%
CYP1A2 inhibition	-	0.8677	86.77%
CYP2C8 inhibition	-	0.6551	65.51%
CYP inhibitory promiscuity	-	0.7903	79.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5125	51.25%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.7335	73.35%
Skin corrosion	-	0.8787	87.87%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.5672	56.72%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	+	0.6859	68.59%
Thyroid receptor binding	+	0.7320	73.20%
Glucocorticoid receptor binding	+	0.8316	83.16%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	-	0.4875	48.75%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8305	83.05%

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	93.46%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL1871	P10275	Androgen Receptor	83.87%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.51%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.63%	95.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.78%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162912904
• LOTUS: LTS0052949
• wikiData: Q105386426