Clusiacitran A

Details

• Internal ID: 5b1bc7f2-7669-4b08-ae47-2b0f0fc69783
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.04,13.07,12]pentadeca-7,9,11-trien-8-yl)-phenylmethanone
• SMILES (Canonical): CC1(C2CCC3(CC2C4=C(O3)C=C(C(=C4O1)C(=O)C5=CC=CC=C5)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(CC2C4=C(O3)C=C(C(=C4O1)C(=O)C5=CC=CC=C5)O)C)C
• InChI: InChI=1S/C23H24O4/c1-22(2)15-9-10-23(3)12-14(15)18-17(26-23)11-16(24)19(21(18)27-22)20(25)13-7-5-4-6-8-13/h4-8,11,14-15,24H,9-10,12H2,1-3H3
• InChI Key: XUPOZHDUFRMVTF-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• DTXSID601347057
• NCGC00380087-01
• 163597-65-7
• Clusiacitran A, >=95% (LC/MS-ELSD)
• NCGC00380087-01_C23H24O4_

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7303	73.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	+	0.6482	64.82%
P-glycoprotein substrate	-	0.7839	78.39%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7718	77.18%
CYP3A4 inhibition	-	0.7406	74.06%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	+	0.5904	59.04%
CYP2C8 inhibition	+	0.8736	87.36%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.7416	74.16%
Skin irritation	-	0.7174	71.74%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6743	67.43%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.6705	67.05%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7495	74.95%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.8432	84.32%
Androgen receptor binding	+	0.7783	77.83%
Thyroid receptor binding	+	0.6996	69.96%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	+	0.7102	71.02%
PPAR gamma	+	0.6748	67.48%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.65%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.03%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.40%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.82%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.48%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.37%	96.61%

Plants that contains it

• Clusia multiflora

Cross-Links

• PubChem: 45359597
• LOTUS: LTS0061644
• wikiData: Q105342508