Dictamdiol A

Details

• Internal ID: c98973cc-21d8-4e5d-9caf-4d3d58156715
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (1R,4R,6S,8aR)-1-(furan-3-yl)-4,6-dihydroxy-5,8a-dimethyl-4,6,7,8-tetrahydro-1H-isochromen-3-one
• SMILES (Canonical): CC1=C2C(C(=O)OC(C2(CCC1O)C)C3=COC=C3)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)O[C@H]([C@@]2(CC[C@@H]1O)C)C3=COC=C3)O
• InChI: InChI=1S/C15H18O5/c1-8-10(16)3-5-15(2)11(8)12(17)14(18)20-13(15)9-4-6-19-7-9/h4,6-7,10,12-13,16-17H,3,5H2,1-2H3/t10-,12+,13-,15+/m0/s1
• InChI Key: XWGNIHFUPLLNBR-QMPIGLIWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL404868

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7923	79.23%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.7519	75.19%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.9218	92.18%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	+	0.5594	55.94%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8009	80.09%
CYP3A4 inhibition	-	0.5050	50.50%
CYP2C9 inhibition	-	0.8263	82.63%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	-	0.7192	71.92%
CYP2C8 inhibition	-	0.7891	78.91%
CYP inhibitory promiscuity	-	0.8059	80.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4919	49.19%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9671	96.71%
Skin irritation	+	0.4911	49.11%
Skin corrosion	-	0.8670	86.70%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5141	51.41%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6680	66.80%
skin sensitisation	-	0.8254	82.54%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6263	62.63%
Acute Oral Toxicity (c)	I	0.6805	68.05%
Estrogen receptor binding	+	0.5460	54.60%
Androgen receptor binding	-	0.5109	51.09%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	-	0.6263	62.63%
PPAR gamma	+	0.5743	57.43%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9639	96.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.48%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.26%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.72%	91.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.53%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%

Plants that contains it

• Dictamnus dasycarpus

Cross-Links

• PubChem: 24799849
• NPASS: NPC137295
• ChEMBL: CHEMBL404868
• LOTUS: LTS0209514
• wikiData: Q105343383