Daurichromene A

Details

• Internal ID: ae27bd66-793f-48ff-8afb-b069b6265299
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2R)-2-[(3E)-7-hydroxy-4,8-dimethylnona-3,8-dienyl]-2,7-dimethylchromen-5-ol
• SMILES (Canonical): CC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)CCC(C(=C)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C=C[C@@](OC2=C1)(C)CC/C=C(\C)/CCC(C(=C)C)O)O
• InChI: InChI=1S/C22H30O3/c1-15(2)19(23)9-8-16(3)7-6-11-22(5)12-10-18-20(24)13-17(4)14-21(18)25-22/h7,10,12-14,19,23-24H,1,6,8-9,11H2,2-5H3/b16-7+/t19?,22-/m1/s1
• InChI Key: WZLRGCNVNAHRNP-HKXAYFEUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEMBL487206

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6049	60.49%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5862	58.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6434	64.34%
P-glycoprotein inhibitior	-	0.6047	60.47%
P-glycoprotein substrate	-	0.6422	64.22%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4111	41.11%
CYP3A4 inhibition	-	0.6066	60.66%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.5776	57.76%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	+	0.5285	52.85%
CYP2C8 inhibition	+	0.4671	46.71%
CYP inhibitory promiscuity	-	0.6805	68.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7225	72.25%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6665	66.65%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6656	66.56%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7025	70.25%
Acute Oral Toxicity (c)	III	0.4414	44.14%
Estrogen receptor binding	+	0.7670	76.70%
Androgen receptor binding	-	0.5570	55.70%
Thyroid receptor binding	+	0.8601	86.01%
Glucocorticoid receptor binding	+	0.7359	73.59%
Aromatase binding	+	0.8151	81.51%
PPAR gamma	+	0.8735	87.35%
Honey bee toxicity	-	0.8095	80.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.04%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.63%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.68%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.85%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.10%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.49%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.94%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%

Plants that contains it

• Hunteria umbellata
• Rhododendron dauricum

Cross-Links

• PubChem: 10043035
• NPASS: NPC120638
• LOTUS: LTS0137253
• wikiData: Q105154310