phenyl-[(2S,3S)-3,5,7-trihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]methanone

Details

• Internal ID: b6d14931-d71d-400a-be1e-cea109a2bd7c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[(2S,3S)-3,5,7-trihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]methanone
• InChI: InChI=1S/C23H26O5/c1-14(2)8-7-11-23(3)19(26)12-16-17(24)13-18(25)20(22(16)28-23)21(27)15-9-5-4-6-10-15/h4-6,8-10,13,19,24-26H,7,11-12H2,1-3H3/t19-,23-/m0/s1
• InChI Key: FVSFDNITEZDVAF-CVDCTZTESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.5802	58.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9358	93.58%
P-glycoprotein inhibitior	+	0.6542	65.42%
P-glycoprotein substrate	-	0.6418	64.18%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.6362	63.62%
CYP2C9 inhibition	-	0.6935	69.35%
CYP2C19 inhibition	-	0.5058	50.58%
CYP2D6 inhibition	-	0.8514	85.14%
CYP1A2 inhibition	+	0.6732	67.32%
CYP2C8 inhibition	+	0.6200	62.00%
CYP inhibitory promiscuity	-	0.7019	70.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7256	72.56%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.7120	71.20%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7509	75.09%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7937	79.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5647	56.47%
Acute Oral Toxicity (c)	III	0.4744	47.44%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	+	0.6613	66.13%
Thyroid receptor binding	+	0.6813	68.13%
Glucocorticoid receptor binding	+	0.9107	91.07%
Aromatase binding	+	0.7178	71.78%
PPAR gamma	+	0.8378	83.78%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	99.36%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.90%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.77%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.24%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.09%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.88%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.74%	90.00%

Plants that contains it

• Tovomita longifolia

Cross-Links

• PubChem: 11696627
• LOTUS: LTS0176302
• wikiData: Q105002718