Dorsteniol

Details

• Internal ID: fd001a89-6541-4487-bf88-aa972602680c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-(1,2-dihydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C14H14O5/c1-14(17,7-15)12-5-9-4-8-2-3-13(16)19-10(8)6-11(9)18-12/h2-4,6,12,15,17H,5,7H2,1H3
• InChI Key: JWWIYTKCAJCERS-UHFFFAOYSA-N
• Popularity: 2 references 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: 0.90
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:174448
• 2-(1,2-dihydroxypropan-2-yl)-2,3-dihydrouro[3,2-g]chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9473	94.73%
Caco-2	-	0.6456	64.56%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9266	92.66%
P-glycoprotein inhibitior	-	0.9319	93.19%
P-glycoprotein substrate	-	0.6873	68.73%
CYP3A4 substrate	-	0.5571	55.71%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9172	91.72%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.7271	72.71%
CYP2C8 inhibition	-	0.8606	86.06%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5194	51.94%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7968	79.68%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	+	0.7263	72.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5702	57.02%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8080	80.80%
Acute Oral Toxicity (c)	III	0.5739	57.39%
Estrogen receptor binding	+	0.6352	63.52%
Androgen receptor binding	-	0.5092	50.92%
Thyroid receptor binding	-	0.6297	62.97%
Glucocorticoid receptor binding	-	0.5380	53.80%
Aromatase binding	-	0.4937	49.37%
PPAR gamma	+	0.7816	78.16%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.54%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.46%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.96%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.20%	90.71%

Plants that contains it

• Dorstenia contrajerva

Cross-Links

• PubChem: 71438319
• LOTUS: LTS0131731
• wikiData: Q105136420