(2S)-8-hydroxy-2,7-dimethyl-2-(4-methylpent-3-enyl)chromene-6-carbaldehyde

Details

• Internal ID: 42917a34-51ef-4632-be74-113f199d2f66
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2S)-8-hydroxy-2,7-dimethyl-2-(4-methylpent-3-enyl)chromene-6-carbaldehyde
• SMILES (Canonical): CC1=C(C=C2C=CC(OC2=C1O)(C)CCC=C(C)C)C=O
• SMILES (Isomeric): CC1=C(C=C2C=C[C@](OC2=C1O)(C)CCC=C(C)C)C=O
• InChI: InChI=1S/C18H22O3/c1-12(2)6-5-8-18(4)9-7-14-10-15(11-19)13(3)16(20)17(14)21-18/h6-7,9-11,20H,5,8H2,1-4H3/t18-/m0/s1
• InChI Key: OJIIQTGFDKFIPZ-SFHVURJKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8587	85.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7426	74.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4409	44.09%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7287	72.87%
P-glycoprotein inhibitior	-	0.8491	84.91%
P-glycoprotein substrate	-	0.7000	70.00%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	+	0.5936	59.36%
CYP2D6 substrate	-	0.7398	73.98%
CYP3A4 inhibition	-	0.7130	71.30%
CYP2C9 inhibition	-	0.5689	56.89%
CYP2C19 inhibition	+	0.5405	54.05%
CYP2D6 inhibition	-	0.7006	70.06%
CYP1A2 inhibition	+	0.7183	71.83%
CYP2C8 inhibition	+	0.4549	45.49%
CYP inhibitory promiscuity	+	0.5181	51.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9928	99.28%
Eye irritation	+	0.5327	53.27%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7655	76.55%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5406	54.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	+	0.8775	87.75%
Androgen receptor binding	-	0.6029	60.29%
Thyroid receptor binding	+	0.7410	74.10%
Glucocorticoid receptor binding	+	0.6931	69.31%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8434	84.34%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	98.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.44%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.86%	83.57%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.30%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.25%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.53%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.15%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.04%	96.09%

Plants that contains it

• Peperomia blanda
• Silybum marianum

Cross-Links

• PubChem: 101396971
• NPASS: NPC75356
• LOTUS: LTS0153128
• wikiData: Q105193108