(1,3-dihydroxy-8,8,10a-trimethyl-6,7,8a,9-tetrahydro-5H-xanthen-4-yl)-phenylmethanone

Details

• Internal ID: 108d49ff-76a6-46af-9d50-b6ca5d1c2de8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: (1,3-dihydroxy-8,8,10a-trimethyl-6,7,8a,9-tetrahydro-5H-xanthen-4-yl)-phenylmethanone
• SMILES (Canonical): CC1(CCCC2(C1CC3=C(O2)C(=C(C=C3O)O)C(=O)C4=CC=CC=C4)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC3=C(O2)C(=C(C=C3O)O)C(=O)C4=CC=CC=C4)C)C
• InChI: InChI=1S/C23H26O4/c1-22(2)10-7-11-23(3)18(22)12-15-16(24)13-17(25)19(21(15)27-23)20(26)14-8-5-4-6-9-14/h4-6,8-9,13,18,24-25H,7,10-12H2,1-3H3
• InChI Key: NUBZMOOMCLFMKK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.5638	56.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7972	79.72%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6357	63.57%
P-glycoprotein inhibitior	+	0.6447	64.47%
P-glycoprotein substrate	-	0.7974	79.74%
CYP3A4 substrate	+	0.5512	55.12%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7771	77.71%
CYP3A4 inhibition	-	0.5774	57.74%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	+	0.7918	79.18%
CYP2C8 inhibition	+	0.7751	77.51%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7535	75.35%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7310	73.10%
Skin irritation	-	0.7259	72.59%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7032	70.32%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.8954	89.54%
Androgen receptor binding	+	0.7091	70.91%
Thyroid receptor binding	+	0.7896	78.96%
Glucocorticoid receptor binding	+	0.8943	89.43%
Aromatase binding	+	0.8423	84.23%
PPAR gamma	+	0.8111	81.11%
Honey bee toxicity	-	0.9450	94.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	99.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.72%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.04%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%

Plants that contains it

• Tovomita longifolia

Cross-Links

• PubChem: 73007014
• LOTUS: LTS0010996
• wikiData: Q105185812