Makilactone B

Details

• Internal ID: 58ac6c88-294d-407a-8667-b21cebcdbe9e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,6R,9R,12R,13R,14R,15R,16S)-15-chloro-13,14-dihydroxy-6-[(2R)-1-hydroxypropan-2-yl]-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC(CO)C1C2=CC3C4C(C(C(C(C4(C2=CC(=O)O1)C)Cl)O)O)(C(=O)O3)C
• SMILES (Isomeric): C[C@H](CO)[C@@H]1C2=C[C@@H]3[C@H]4[C@]([C@H]([C@H]([C@@H]([C@@]4(C2=CC(=O)O1)C)Cl)O)O)(C(=O)O3)C
• InChI: InChI=1S/C19H23ClO7/c1-7(6-21)13-8-4-10-14-18(2,9(8)5-11(22)27-13)15(20)12(23)16(24)19(14,3)17(25)26-10/h4-5,7,10,12-16,21,23-24H,6H2,1-3H3/t7-,10-,12+,13-,14-,15+,16+,18-,19-/m1/s1
• InChI Key: MYDXZQQTJDVANI-LWLJHPHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃ClO₇
• Molecular Weight: 398.80 g/mol
• Exact Mass: 398.1132308 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9640	96.40%
Caco-2	-	0.7761	77.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7172	71.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7846	78.46%
P-glycoprotein inhibitior	-	0.7542	75.42%
P-glycoprotein substrate	-	0.5828	58.28%
CYP3A4 substrate	+	0.6211	62.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	-	0.7672	76.72%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.7918	79.18%
CYP2C8 inhibition	-	0.8016	80.16%
CYP inhibitory promiscuity	-	0.7706	77.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Danger	0.6424	64.24%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9773	97.73%
Skin irritation	-	0.6218	62.18%
Skin corrosion	-	0.9092	90.92%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8093	80.93%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5037	50.37%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	+	0.5675	56.75%
Androgen receptor binding	+	0.6096	60.96%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6048	60.48%
Honey bee toxicity	-	0.7483	74.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.89%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.47%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.68%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 44178647
• LOTUS: LTS0121510
• wikiData: Q105174818