Laxiflorin Q

Details

• Internal ID: c3a8662b-64b1-4a8e-b398-525fa656e975
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,5R,7R,9S,10R,12R)-9-hydroxy-11,11-dimethyl-8,15-dioxo-13-oxatetracyclo[10.2.2.01,10.02,7]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1(C2CC(=O)C3(C1C(C(=O)C4C3CCC(C4)C(=O)O)O)CO2)C
• SMILES (Isomeric): CC1([C@H]2CC(=O)[C@@]3([C@@H]1[C@@H](C(=O)[C@H]4[C@H]3CC[C@H](C4)C(=O)O)O)CO2)C
• InChI: InChI=1S/C18H24O6/c1-17(2)12-6-11(19)18(7-24-12)10-4-3-8(16(22)23)5-9(10)13(20)14(21)15(17)18/h8-10,12,14-15,21H,3-7H2,1-2H3,(H,22,23)/t8-,9-,10-,12-,14-,15-,18-/m1/s1
• InChI Key: XLWLLHXGWCWQSW-BUFZCUASSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2088264

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8737	87.37%
Caco-2	-	0.5711	57.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9026	90.26%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6864	68.64%
BSEP inhibitior	-	0.9576	95.76%
P-glycoprotein inhibitior	-	0.8342	83.42%
P-glycoprotein substrate	-	0.6350	63.50%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.9378	93.78%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.9274	92.74%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.8000	80.00%
CYP2C8 inhibition	+	0.5235	52.35%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9600	96.00%
Skin irritation	-	0.7365	73.65%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8107	81.07%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5400	54.00%
Acute Oral Toxicity (c)	III	0.5943	59.43%
Estrogen receptor binding	+	0.8719	87.19%
Androgen receptor binding	+	0.6910	69.10%
Thyroid receptor binding	+	0.6243	62.43%
Glucocorticoid receptor binding	+	0.7768	77.68%
Aromatase binding	+	0.5203	52.03%
PPAR gamma	-	0.5208	52.08%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9178	91.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.91%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.61%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.09%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	88.98%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.79%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.78%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.99%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.63%	82.69%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.37%	85.11%
CHEMBL340	P08684	Cytochrome P450 3A4	80.62%	91.19%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 60154785
• NPASS: NPC120395
• LOTUS: LTS0130079
• wikiData: Q105330457