[(6S,7R,8R,9S,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-formyl-9-hydroxy-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3-dienyl] acetate

Details

• Internal ID: b3d2c941-f805-439e-8e56-8558c011d29a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(6S,7R,8R,9S,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-formyl-9-hydroxy-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3-dienyl] acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CC=C3C2CC(C4C(=CCC(C4(C)C=O)NC(=O)C5=CC=CC=C5)C3)O)C)C)OC(=O)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4C(=CC[C@@H]([C@]4(C)C=O)NC(=O)C5=CC=CC=C5)C3)O)C)C)OC(=O)C)N(C)C
• InChI: InChI=1S/C35H48N2O5/c1-21(37(6)7)30-28(42-22(2)39)19-35(5)26-18-27(40)31-25(17-24(26)15-16-34(30,35)4)13-14-29(33(31,3)20-38)36-32(41)23-11-9-8-10-12-23/h8-13,15,20-21,26-31,40H,14,16-19H2,1-7H3,(H,36,41)/t21-,26+,27-,28+,29-,30-,31-,33-,34+,35-/m0/s1
• InChI Key: VYNQRHYSCBDBNY-WRIOLOASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈N₂O₅
• Molecular Weight: 576.80 g/mol
• Exact Mass: 576.35632264 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 6
• 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	+	0.9633	96.33%
Caco-2	-	0.7654	76.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	+	0.5680	56.80%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.7546	75.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.7957	79.57%
P-glycoprotein substrate	+	0.6910	69.10%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7442	74.42%
CYP3A4 inhibition	-	0.5620	56.20%
CYP2C9 inhibition	-	0.7129	71.29%
CYP2C19 inhibition	-	0.7154	71.54%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	+	0.5864	58.64%
CYP inhibitory promiscuity	-	0.7213	72.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7752	77.52%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5223	52.23%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	+	0.7858	78.58%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.6026	60.26%
Glucocorticoid receptor binding	+	0.8074	80.74%
Aromatase binding	+	0.7285	72.85%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.6083	60.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.43%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.38%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.49%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.31%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.60%	83.82%
CHEMBL5028	O14672	ADAM10	90.24%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	89.99%	91.19%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.32%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.25%	99.23%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.01%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.53%	94.97%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.41%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.12%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.10%	97.14%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.50%	89.44%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 101421923
• LOTUS: LTS0102769
• wikiData: Q105299105