[(1R,3S,4S,5R,6R,7S,8S,9R,13S,14R,16S,17S,18S)-4,6,16,17,18-pentaacetyloxy-5-benzoyloxy-7-formyl-7,10-dimethyl-15-methylidene-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-13-yl] benzoate

Details

• Internal ID: bb9bc724-5916-4284-a9c5-0616a9df4734
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,3S,4S,5R,6R,7S,8S,9R,13S,14R,16S,17S,18S)-4,6,16,17,18-pentaacetyloxy-5-benzoyloxy-7-formyl-7,10-dimethyl-15-methylidene-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-13-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C2C(C3C4C56C1C3(C(C(C5C(C(C(C6OC(=O)C)OC(=O)C7=CC=CC=C7)OC(=O)C)(C)C=O)N4C)OC(=O)C)C(C2=C)OC(=O)C)OC(=O)C8=CC=CC=C8
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]2[C@H](C3C4[C@@]56C1[C@]3([C@@H]([C@@H]([C@@H]5[C@]([C@H]([C@@H]([C@H]6OC(=O)C)OC(=O)C7=CC=CC=C7)OC(=O)C)(C)C=O)N4C)OC(=O)C)[C@H](C2=C)OC(=O)C)OC(=O)C8=CC=CC=C8
• InChI: InChI=1S/C45H47NO15/c1-20-28-31(60-41(53)26-15-11-9-12-16-26)29-36-45-34(30(46(36)8)38(57-23(4)50)44(29,37(20)56-22(3)49)35(45)32(28)55-21(2)48)43(7,19-47)39(58-24(5)51)33(40(45)59-25(6)52)61-42(54)27-17-13-10-14-18-27/h9-19,28-40H,1H2,2-8H3/t28-,29?,30+,31+,32+,33-,34+,35?,36?,37-,38+,39-,40+,43-,44-,45-/m0/s1
• InChI Key: CTAGOEYJISDADM-GBSMAZMDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₇NO₁₅
• Molecular Weight: 841.80 g/mol
• Exact Mass: 841.29456979 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 16
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9203	92.03%
Caco-2	-	0.8314	83.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4780	47.80%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9495	94.95%
P-glycoprotein inhibitior	+	0.8667	86.67%
P-glycoprotein substrate	+	0.5273	52.73%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7674	76.74%
CYP3A4 inhibition	+	0.7164	71.64%
CYP2C9 inhibition	-	0.7915	79.15%
CYP2C19 inhibition	-	0.5869	58.69%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.6578	65.78%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4013	40.13%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6701	67.01%
Acute Oral Toxicity (c)	III	0.5220	52.20%
Estrogen receptor binding	+	0.7592	75.92%
Androgen receptor binding	+	0.6963	69.63%
Thyroid receptor binding	+	0.6678	66.78%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	+	0.5726	57.26%
PPAR gamma	+	0.7377	73.77%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9716	97.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.14%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.44%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.42%	94.62%
CHEMBL4040	P28482	MAP kinase ERK2	90.28%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	88.54%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.50%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.50%	82.69%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.02%	91.43%
CHEMBL240	Q12809	HERG	82.71%	89.76%
CHEMBL5028	O14672	ADAM10	82.09%	97.50%
CHEMBL4208	P20618	Proteasome component C5	80.72%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.29%	83.00%

Plants that contains it

• Delphinium majus

Cross-Links

• PubChem: 102283125
• LOTUS: LTS0247979
• wikiData: Q104969665