3,4-Dihydroxy-2,7-dimethyl-2-prop-1-enyl-3,4,4a,7,8,8a-hexahydropyrano[3,2-c]pyran-5-one

Details

• Internal ID: dbedb4a8-03e9-4658-b8da-8967fc6d27cc
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 3,4-dihydroxy-2,7-dimethyl-2-prop-1-enyl-3,4,4a,7,8,8a-hexahydropyrano[3,2-c]pyran-5-one
• SMILES (Canonical): CC=CC1(C(C(C2C(O1)CC(OC2=O)C)O)O)C
• SMILES (Isomeric): CC=CC1(C(C(C2C(O1)CC(OC2=O)C)O)O)C
• InChI: InChI=1S/C13H20O5/c1-4-5-13(3)11(15)10(14)9-8(18-13)6-7(2)17-12(9)16/h4-5,7-11,14-15H,6H2,1-3H3
• InChI Key: HALOPVMAMHIPSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₅
• Molecular Weight: 256.29 g/mol
• Exact Mass: 256.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.6505	65.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5923	59.23%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.9323	93.23%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	+	0.5335	53.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.9496	94.96%
CYP2C19 inhibition	-	0.9375	93.75%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4134	41.34%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9917	99.17%
Skin irritation	-	0.5816	58.16%
Skin corrosion	-	0.8862	88.62%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6829	68.29%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7945	79.45%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7687	76.87%
Acute Oral Toxicity (c)	III	0.5337	53.37%
Estrogen receptor binding	+	0.6306	63.06%
Androgen receptor binding	-	0.6931	69.31%
Thyroid receptor binding	-	0.5248	52.48%
Glucocorticoid receptor binding	-	0.4670	46.70%
Aromatase binding	-	0.6981	69.81%
PPAR gamma	-	0.7271	72.71%
Honey bee toxicity	-	0.7185	71.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8056	80.56%

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	95.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.17%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.64%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.03%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.13%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	83.84%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.69%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162966269
• LOTUS: LTS0100995
• wikiData: Q104167656