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

Details

• Internal ID: d30c72a5-dd78-49c1-a0d2-fb1be83bd4d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyl-7-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3-dienyl]methyl acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CC=C3C2CCC4C(=CCC(C4(C)COC(=O)C)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)COC(=O)C)NC(=O)C5=CC=CC=C5)C3)C)C)O)N(C)C
• InChI: InChI=1S/C35H50N2O4/c1-22(37(6)7)31-29(39)20-35(5)28-15-14-27-25(19-26(28)17-18-34(31,35)4)13-16-30(33(27,3)21-41-23(2)38)36-32(40)24-11-9-8-10-12-24/h8-13,17,22,27-31,39H,14-16,18-21H2,1-7H3,(H,36,40)/t22-,27+,28+,29+,30-,31-,33+,34+,35-/m0/s1
• InChI Key: YYLUVJFVBCVWGQ-BZTLBABMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀N₂O₄
• Molecular Weight: 562.80 g/mol
• Exact Mass: 562.37705808 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	-	0.7475	74.75%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8500	85.00%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.7546	75.46%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9873	98.73%
P-glycoprotein inhibitior	+	0.7848	78.48%
P-glycoprotein substrate	+	0.6317	63.17%
CYP3A4 substrate	+	0.6975	69.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7266	72.66%
CYP3A4 inhibition	-	0.5392	53.92%
CYP2C9 inhibition	-	0.7066	70.66%
CYP2C19 inhibition	-	0.7715	77.15%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.8328	83.28%
CYP2C8 inhibition	+	0.5683	56.83%
CYP inhibitory promiscuity	-	0.6944	69.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9449	94.49%
Skin irritation	-	0.7495	74.95%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8022	80.22%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5666	56.66%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4526	45.26%
Acute Oral Toxicity (c)	III	0.5987	59.87%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.8147	81.47%
Aromatase binding	+	0.7149	71.49%
PPAR gamma	+	0.7449	74.49%
Honey bee toxicity	-	0.7595	75.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.95%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.36%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.39%	83.82%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	95.38%	91.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.64%	94.62%
CHEMBL5028	O14672	ADAM10	90.52%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.79%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.16%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.42%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.67%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.14%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.11%	97.14%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 14489112
• LOTUS: LTS0002699
• wikiData: Q105368742