[(2S)-5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-6-yl]-phenylmethanone

Details

• Internal ID: b62c5f3d-1a3e-463e-8f22-d0ae843cd310
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [(2S)-5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-6-yl]-phenylmethanone
• SMILES (Canonical): CC(=CCCC1(CCC2=C(O1)C=C(C(=C2O)C(=O)C3=CC=CC=C3)O)C)C
• SMILES (Isomeric): CC(=CCC[C@]1(CCC2=C(O1)C=C(C(=C2O)C(=O)C3=CC=CC=C3)O)C)C
• InChI: InChI=1S/C23H26O4/c1-15(2)8-7-12-23(3)13-11-17-19(27-23)14-18(24)20(22(17)26)21(25)16-9-5-4-6-10-16/h4-6,8-10,14,24,26H,7,11-13H2,1-3H3/t23-/m0/s1
• InChI Key: HNILUNOZWDAQPO-QHCPKHFHSA-N
• Popularity: 0 references 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: 6.00
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.5983	59.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7665	76.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.8833	88.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9358	93.58%
P-glycoprotein inhibitior	+	0.7805	78.05%
P-glycoprotein substrate	-	0.8054	80.54%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.7755	77.55%
CYP3A4 inhibition	-	0.5581	55.81%
CYP2C9 inhibition	-	0.6506	65.06%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8595	85.95%
CYP1A2 inhibition	+	0.7848	78.48%
CYP2C8 inhibition	+	0.6372	63.72%
CYP inhibitory promiscuity	+	0.5241	52.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7417	74.17%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.6529	65.29%
Skin irritation	-	0.7020	70.20%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.5087	50.87%
Estrogen receptor binding	+	0.8425	84.25%
Androgen receptor binding	+	0.6456	64.56%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	+	0.5874	58.74%
PPAR gamma	+	0.8482	84.82%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.02%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.04%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.95%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.46%	93.81%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

• Helichrysum monticola

Cross-Links

• PubChem: 162875840
• LOTUS: LTS0015098
• wikiData: Q105030886