[(1R,3R,4S,5R,6R,7S,8S,9R,14R,16S,17S,18S)-4,6,18-triacetyloxy-7-formyl-16,17-dihydroxy-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: 4462a394-ebe9-4684-a03f-f4fbb5eac381
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,3R,4S,5R,6R,7S,8S,9R,14R,16S,17S,18S)-4,6,18-triacetyloxy-7-formyl-16,17-dihydroxy-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(C3O)N(C5C4C2=O)C)C(C(C(C6OC(=O)C)OC(=O)C7=CC=CC=C7)OC(=O)C)(C)C=O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2C(=C)[C@@H]([C@]34C1[C@]56[C@H]([C@H]([C@H]3O)N(C5C4C2=O)C)[C@]([C@H]([C@@H]([C@H]6OC(=O)C)OC(=O)C7=CC=CC=C7)OC(=O)C)(C)C=O)O
• InChI: InChI=1S/C34H37NO12/c1-13-18-21(40)19-26-34-24(20(35(26)6)28(42)33(19,27(13)41)25(34)22(18)44-14(2)37)32(5,12-36)29(45-15(3)38)23(30(34)46-16(4)39)47-31(43)17-10-8-7-9-11-17/h7-12,18-20,22-30,41-42H,1H2,2-6H3/t18-,19?,20+,22+,23-,24+,25?,26?,27-,28+,29-,30+,32-,33-,34+/m0/s1
• InChI Key: BXHNPANVAVZGPS-XVQMKXSKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₇NO₁₂
• Molecular Weight: 651.70 g/mol
• Exact Mass: 651.23157562 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 13
• 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	+	0.7480	74.80%
Caco-2	-	0.8261	82.61%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4164	41.64%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8086	80.86%
P-glycoprotein inhibitior	+	0.7884	78.84%
P-glycoprotein substrate	-	0.5092	50.92%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7651	76.51%
CYP3A4 inhibition	-	0.7928	79.28%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.6883	68.83%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.7658	76.58%
CYP2C8 inhibition	+	0.6007	60.07%
CYP inhibitory promiscuity	-	0.6784	67.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4207	42.07%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4711	47.11%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6501	65.01%
Acute Oral Toxicity (c)	III	0.5213	52.13%
Estrogen receptor binding	+	0.7262	72.62%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6184	61.84%
Glucocorticoid receptor binding	+	0.6371	63.71%
Aromatase binding	+	0.5328	53.28%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9105	91.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.80%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	96.60%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.63%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.66%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.15%	94.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.45%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	83.96%	91.49%
CHEMBL3524	P56524	Histone deacetylase 4	83.37%	92.97%
CHEMBL340	P08684	Cytochrome P450 3A4	83.26%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.09%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.26%	95.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.17%	91.43%
CHEMBL5028	O14672	ADAM10	81.68%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.15%	83.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.70%	96.47%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%

Plants that contains it

• Delphinium majus

Cross-Links

• PubChem: 102283128
• LOTUS: LTS0189771
• wikiData: Q104948014