[(1R,6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-formyl-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadec-3-enyl] acetate

Details

• Internal ID: e9ea68df-a21a-4872-9684-15d89d74cd29
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-formyl-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadec-3-enyl] acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CCC3C2CCC4C(=CCC(C4(C)C=O)NC(=O)C5=CC=CC=C5)C3)C)C)OC(=O)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC[C@H]3[C@H]2CC[C@@H]4C(=CC[C@@H]([C@]4(C)C=O)NC(=O)C5=CC=CC=C5)C3)C)C)OC(=O)C)N(C)C
• InChI: InChI=1S/C35H50N2O4/c1-22(37(6)7)31-29(41-23(2)39)20-35(5)28-15-14-27-25(19-26(28)17-18-34(31,35)4)13-16-30(33(27,3)21-38)36-32(40)24-11-9-8-10-12-24/h8-13,21-22,26-31H,14-20H2,1-7H3,(H,36,40)/t22-,26+,27+,28+,29+,30-,31-,33+,34+,35-/m0/s1
• InChI Key: BIKKUTLNQGIZJE-BACRBMCUSA-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): 75.70 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.7743	77.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6103	61.03%
OATP2B1 inhibitior	-	0.5756	57.56%
OATP1B1 inhibitior	+	0.8296	82.96%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.5486	54.86%
OCT2 inhibitior	-	0.6072	60.72%
BSEP inhibitior	+	0.9664	96.64%
P-glycoprotein inhibitior	+	0.8147	81.47%
P-glycoprotein substrate	+	0.6233	62.33%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7463	74.63%
CYP3A4 inhibition	+	0.5371	53.71%
CYP2C9 inhibition	-	0.6410	64.10%
CYP2C19 inhibition	-	0.6139	61.39%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.7101	71.01%
CYP2C8 inhibition	+	0.6547	65.47%
CYP inhibitory promiscuity	-	0.6055	60.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9507	95.07%
Skin irritation	-	0.7397	73.97%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8457	84.57%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5210	52.10%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5403	54.03%
Acute Oral Toxicity (c)	III	0.6003	60.03%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7925	79.25%
Aromatase binding	+	0.7533	75.33%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.6304	63.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.06%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	96.65%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	96.48%	90.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.40%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.23%	94.62%
CHEMBL4040	P28482	MAP kinase ERK2	94.41%	83.82%
CHEMBL1914	P06276	Butyrylcholinesterase	92.69%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.61%	85.31%
CHEMBL5028	O14672	ADAM10	91.26%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.44%	91.11%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.66%	94.97%
CHEMBL340	P08684	Cytochrome P450 3A4	84.09%	91.19%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.53%	91.65%
CHEMBL4072	P07858	Cathepsin B	83.48%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.30%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.94%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.10%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.44%	98.75%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 101281201
• LOTUS: LTS0255543
• wikiData: Q104936570