[(1R,3R,4S,5R,6R,7S,8S,9R,13S,14R,16S,17S,18S)-4,6,18-triacetyloxy-5-benzoyloxy-7-formyl-16,17-dihydroxy-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: 83902476-fecc-44e8-bb81-807422ea06dd
• 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,13S,14R,16S,17S,18S)-4,6,18-triacetyloxy-5-benzoyloxy-7-formyl-16,17-dihydroxy-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)O)C(C2=C)O)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)O)[C@H](C2=C)O)OC(=O)C8=CC=CC=C8
• InChI: InChI=1S/C41H43NO13/c1-18-24-27(54-37(49)22-13-9-7-10-14-22)25-32-41-30(26(42(32)6)34(48)40(25,33(18)47)31(41)28(24)51-19(2)44)39(5,17-43)35(52-20(3)45)29(36(41)53-21(4)46)55-38(50)23-15-11-8-12-16-23/h7-17,24-36,47-48H,1H2,2-6H3/t24-,25?,26+,27+,28+,29-,30+,31?,32?,33-,34+,35-,36+,39-,40-,41+/m0/s1
• InChI Key: WZYFCAODPISKSR-FNKJRHQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₃NO₁₃
• Molecular Weight: 757.80 g/mol
• Exact Mass: 757.27344043 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7304	73.04%
Caco-2	-	0.8427	84.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4164	41.64%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9451	94.51%
P-glycoprotein inhibitior	+	0.8258	82.58%
P-glycoprotein substrate	+	0.5678	56.78%
CYP3A4 substrate	+	0.6696	66.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7565	75.65%
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	+	0.5891	58.91%
CYP inhibitory promiscuity	-	0.6784	67.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4207	42.07%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6425	64.25%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6057	60.57%
Acute Oral Toxicity (c)	III	0.5213	52.13%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.6883	68.83%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.6566	65.66%
Aromatase binding	+	0.5435	54.35%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.7553	75.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9531	95.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.59%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.02%	86.33%
CHEMBL240	Q12809	HERG	95.62%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.54%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.91%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.87%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	85.75%	91.19%
CHEMBL5028	O14672	ADAM10	84.47%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.38%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	82.30%	91.49%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.27%	96.47%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.29%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Delphinium majus

Cross-Links

• PubChem: 102283127
• LOTUS: LTS0180705
• wikiData: Q105323634