(+)-trans-Decursidinol

Details

• Internal ID: 90886173-1338-4f6d-b173-960709477600
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: (3S,4R)-3,4-dihydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC1(C(C(C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)O)C
• SMILES (Isomeric): CC1([C@H]([C@@H](C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)O)C
• InChI: InChI=1S/C14H14O5/c1-14(2)13(17)12(16)8-5-7-3-4-11(15)18-9(7)6-10(8)19-14/h3-6,12-13,16-17H,1-2H3/t12-,13+/m1/s1
• InChI Key: SLXYBYCLCBXBFK-OLZOCXBDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL5191516
• (3S,4R)-3,4-dihydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9166	91.66%
Caco-2	+	0.5900	59.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7827	78.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7495	74.95%
P-glycoprotein inhibitior	-	0.8777	87.77%
P-glycoprotein substrate	-	0.7735	77.35%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	0.6785	67.85%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.7146	71.46%
CYP2C8 inhibition	-	0.7416	74.16%
CYP inhibitory promiscuity	-	0.8990	89.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6379	63.79%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.7750	77.50%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5970	59.70%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8062	80.62%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5429	54.29%
Acute Oral Toxicity (c)	III	0.6459	64.59%
Estrogen receptor binding	+	0.6124	61.24%
Androgen receptor binding	-	0.5357	53.57%
Thyroid receptor binding	-	0.5947	59.47%
Glucocorticoid receptor binding	-	0.4922	49.22%
Aromatase binding	+	0.5252	52.52%
PPAR gamma	+	0.6377	63.77%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	96.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.29%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.11%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.56%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.53%	94.00%

Plants that contains it

• Angelica decursiva

Cross-Links

• PubChem: 10355323
• NPASS: NPC76753
• LOTUS: LTS0254232
• wikiData: Q105255726