[(1S,2R,3R,4S,5S,7R,8R,9S,11R,12S,14R,16R,18S)-4,16,18-triacetyloxy-7-formyl-7,10-dimethyl-15-methylidene-13-oxo-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-5-yl] benzoate

Details

• Internal ID: fab8ca3f-4c75-453a-8388-de21507945f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1S,2R,3R,4S,5S,7R,8R,9S,11R,12S,14R,16R,18S)-4,16,18-triacetyloxy-7-formyl-7,10-dimethyl-15-methylidene-13-oxo-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-5-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C2C(=C)C(C34C1C56C(C(C3)N(C5C4C2=O)C)C(CC(C6OC(=O)C)OC(=O)C7=CC=CC=C7)(C)C=O)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2C(=C)[C@H]([C@]34[C@@H]1[C@]56[C@@H]([C@H](C3)N([C@@H]5[C@H]4C2=O)C)[C@](C[C@@H]([C@H]6OC(=O)C)OC(=O)C7=CC=CC=C7)(C)C=O)OC(=O)C
• InChI: InChI=1S/C34H37NO10/c1-15-22-24(40)23-28-34-26(20(35(28)6)12-33(23,29(15)43-17(3)38)27(34)25(22)42-16(2)37)32(5,14-36)13-21(30(34)44-18(4)39)45-31(41)19-10-8-7-9-11-19/h7-11,14,20-23,25-30H,1,12-13H2,2-6H3/t20-,21-,22-,23+,25+,26-,27+,28+,29+,30+,32-,33+,34+/m0/s1
• InChI Key: COSBAEJVJIUFND-QPXUUXFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₇NO₁₀
• Molecular Weight: 619.70 g/mol
• Exact Mass: 619.24174638 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	-	0.7942	79.42%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3820	38.20%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9370	93.70%
P-glycoprotein inhibitior	+	0.8378	83.78%
P-glycoprotein substrate	+	0.6079	60.79%
CYP3A4 substrate	+	0.6961	69.61%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.7431	74.31%
CYP3A4 inhibition	-	0.7091	70.91%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	-	0.7851	78.51%
CYP2C8 inhibition	+	0.6528	65.28%
CYP inhibitory promiscuity	-	0.7971	79.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4596	45.96%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7033	70.33%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6382	63.82%
Acute Oral Toxicity (c)	III	0.5667	56.67%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.71%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.40%	86.33%
CHEMBL3524	P56524	Histone deacetylase 4	92.00%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.92%	93.00%
CHEMBL4208	P20618	Proteasome component C5	88.16%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.57%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.45%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.29%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.26%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.19%	82.69%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	84.87%	82.05%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.73%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.60%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.66%	95.50%
CHEMBL5028	O14672	ADAM10	80.32%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.00%	96.00%

Plants that contains it

• Aconitum palmatum

Cross-Links

• PubChem: 162874266
• LOTUS: LTS0131481
• wikiData: Q104967262