N-[(6S,7R,8R,11R,12S,14R,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-6-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3-dienyl]benzamide

Details

• Internal ID: 171a26ae-004c-4f5b-9a1c-27ab512d73f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: N-[(6S,7R,8R,11R,12S,14R,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-6-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3-dienyl]benzamide
• SMILES (Canonical): CC(C1C(CC2(C1(CC=C3C2CCC4C(=CCC(C4(C)CO)NC(=O)C5=CC=CC=C5)C3)C)C)O)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4C(=CC[C@@H]([C@]4(C)CO)NC(=O)C5=CC=CC=C5)C3)C)C)O)N(C)C
• InChI: InChI=1S/C33H48N2O3/c1-21(35(5)6)29-27(37)19-33(4)26-14-13-25-23(18-24(26)16-17-32(29,33)3)12-15-28(31(25,2)20-36)34-30(38)22-10-8-7-9-11-22/h7-12,16,21,25-29,36-37H,13-15,17-20H2,1-6H3,(H,34,38)/t21-,25+,26+,27+,28-,29-,31+,32+,33-/m0/s1
• InChI Key: PVEGKQKEKONFBW-BFKGGYRFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₈N₂O₃
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.36649340 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.7003	70.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6741	67.41%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8746	87.46%
OCT2 inhibitior	-	0.6319	63.19%
BSEP inhibitior	+	0.9656	96.56%
P-glycoprotein inhibitior	+	0.6596	65.96%
P-glycoprotein substrate	+	0.6375	63.75%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.7029	70.29%
CYP3A4 inhibition	-	0.6540	65.40%
CYP2C9 inhibition	-	0.6654	66.54%
CYP2C19 inhibition	-	0.7709	77.09%
CYP2D6 inhibition	-	0.7632	76.32%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	-	0.5707	57.07%
CYP inhibitory promiscuity	-	0.6216	62.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7498	74.98%
Skin corrosion	-	0.9065	90.65%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5256	52.56%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.6042	60.42%
Glucocorticoid receptor binding	+	0.7835	78.35%
Aromatase binding	+	0.7591	75.91%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	99.26%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	98.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.16%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.05%	96.61%
CHEMBL5028	O14672	ADAM10	86.91%	97.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.11%	89.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.68%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.00%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.18%	96.47%
CHEMBL268	P43235	Cathepsin K	80.04%	96.85%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 14489114
• LOTUS: LTS0149399
• wikiData: Q105215418