phenyl-[(2R,3S)-3,5,7-trihydroxy-2-methyl-6-(3-methylbut-2-enyl)-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]methanone

Details

• Internal ID: ca5c06ac-21e3-4c27-9a7f-909de7bc1cbb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[(2R,3S)-3,5,7-trihydroxy-2-methyl-6-(3-methylbut-2-enyl)-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]methanone
• SMILES (Canonical): CC(=CCCC1(C(CC2=C(C(=C(C(=C2O1)C(=O)C3=CC=CC=C3)O)CC=C(C)C)O)O)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1([C@H](CC2=C(C(=C(C(=C2O1)C(=O)C3=CC=CC=C3)O)CC=C(C)C)O)O)C)C
• InChI: InChI=1S/C28H34O5/c1-17(2)10-9-15-28(5)22(29)16-21-25(31)20(14-13-18(3)4)26(32)23(27(21)33-28)24(30)19-11-7-6-8-12-19/h6-8,10-13,22,29,31-32H,9,14-16H2,1-5H3/t22-,28+/m0/s1
• InChI Key: FLLNRKSIBFIDJT-RBISFHTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₅
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

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	-	0.5423	54.23%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.7892	78.92%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9695	96.95%
P-glycoprotein inhibitior	+	0.7939	79.39%
P-glycoprotein substrate	-	0.6055	60.55%
CYP3A4 substrate	+	0.5872	58.72%
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	+	0.6878	68.78%
CYP inhibitory promiscuity	-	0.7019	70.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7256	72.56%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.7588	75.88%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7883	78.83%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7937	79.37%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6913	69.13%
Acute Oral Toxicity (c)	III	0.4744	47.44%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.8469	84.69%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	+	0.8342	83.42%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	99.03%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.92%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.56%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.92%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.22%	95.50%

Plants that contains it

• Hypericum erectum

Cross-Links

• PubChem: 163033352
• LOTUS: LTS0223828
• wikiData: Q104997221