Chloranthalactone B

Details

• Internal ID: 19587849-3ac6-4d21-81ce-1d85b573a3ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1S,2S,4S,10S,12S,14R)-1,7-dimethyl-11-methylidene-3,5-dioxapentacyclo[8.4.0.02,4.04,8.012,14]tetradec-7-en-6-one
• SMILES (Canonical): CC1=C2CC3C(=C)C4CC4C3(C5C2(O5)OC1=O)C
• SMILES (Isomeric): CC1=C2C[C@H]3C(=C)[C@H]4C[C@H]4[C@@]3([C@H]5[C@@]2(O5)OC1=O)C
• InChI: InChI=1S/C15H16O3/c1-6-8-4-11(8)14(3)9(6)5-10-7(2)12(16)17-15(10)13(14)18-15/h8-9,11,13H,1,4-5H2,2-3H3/t8-,9+,11-,13+,14-,15-/m1/s1
• InChI Key: ZKAVFYQAEVFXTE-NRLMIDHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• HY-N10913
• CS-0637555
• (1S,2S,4S,10S,12S,14R)-1,7-Dimethyl-11-methylidene-3,5-dioxapentacyclo[8.4.0.02,4.04,8.012,14]tetradec-7-en-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6678	66.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6081	60.81%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8378	83.78%
P-glycoprotein inhibitior	-	0.8826	88.26%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.6911	69.11%
CYP2C9 inhibition	-	0.8914	89.14%
CYP2C19 inhibition	-	0.7599	75.99%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.5858	58.58%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	-	0.6133	61.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5386	53.86%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.6565	65.65%
Skin irritation	-	0.5931	59.31%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5191	51.91%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.5629	56.29%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.3867	38.67%
Estrogen receptor binding	+	0.7009	70.09%
Androgen receptor binding	+	0.6947	69.47%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	+	0.6004	60.04%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.5825	58.25%
Honey bee toxicity	-	0.6901	69.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.34%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	88.99%	92.51%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.28%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.82%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%
CHEMBL1902	P62942	FK506-binding protein 1A	80.07%	97.05%

Plants that contains it

• Sarcandra glabra

Cross-Links

• PubChem: 15767607
• LOTUS: LTS0035103
• wikiData: Q104400384