Maoecrystal Z

Details

• Internal ID: 482227d5-f9f4-4229-9e73-f75d9050fb2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2S,3R,8S,9S,10R,12S)-2-hydroxy-4,4-dimethyl-14-oxo-12-(3-oxoprop-1-en-2-yl)-15-oxatetracyclo[6.5.3.01,9.03,8]hexadecan-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(CC23C1C4(CCCC(C4C2O)(C)C)COC3=O)C(=C)C=O
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@H](C[C@]23[C@@H]1[C@@]4(CCCC([C@H]4[C@@H]2O)(C)C)COC3=O)C(=C)C=O
• InChI: InChI=1S/C22H30O6/c1-12(10-23)14-8-15(28-13(2)24)16-21-7-5-6-20(3,4)17(21)18(25)22(16,9-14)19(26)27-11-21/h10,14-18,25H,1,5-9,11H2,2-4H3/t14-,15-,16+,17-,18+,21-,22+/m1/s1
• InChI Key: WAOUILKFOLDIAX-NJOKITKISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (4aS,4bS,5R,7S,8aS,9S,9aR)-9-hydroxy-1,1-dimethyl-10-oxo-7-(3-oxoprop-1-en-2-yl)decahydro-4bH-4a,8a-(methanooxymethano)fluoren-5-yl acetate
• 6beta-Hydroxy-11alpha-acetoxy-6,7:8,15-di-seco-7,20-olide-6,8-cyclo-ent-kaur-16-en-15-aldehyde
• CHEBI:66670
• Q27135289
• [(1S,2S,3R,8S,9S,10R,12S)-2-hydroxy-4,4-dimethyl-14-oxo-12-(3-oxoprop-1-en-2-yl)-15-oxatetracyclo[6.5.3.01,9.03,8]hexadecan-10-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.5458	54.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.8065	80.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	-	0.5860	58.60%
P-glycoprotein inhibitior	-	0.5701	57.01%
P-glycoprotein substrate	-	0.6614	66.14%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.5435	54.35%
CYP2C19 inhibition	-	0.7218	72.18%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.5797	57.97%
CYP2C8 inhibition	+	0.4579	45.79%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.6075	60.75%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.4354	43.54%
Estrogen receptor binding	+	0.9020	90.20%
Androgen receptor binding	+	0.5947	59.47%
Thyroid receptor binding	+	0.6015	60.15%
Glucocorticoid receptor binding	+	0.7441	74.41%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	+	0.6175	61.75%
Honey bee toxicity	-	0.7351	73.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.02%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.19%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.15%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.91%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.27%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.78%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.42%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.69%	98.75%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.48%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	84.51%	95.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.79%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.37%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.14%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.83%	97.28%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.38%	83.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.33%	89.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.32%	90.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.31%	80.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.16%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.14%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.22%	95.71%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 16091865
• NPASS: NPC33096
• LOTUS: LTS0054011
• wikiData: Q27135289