3,4-dihydroxy-7-methyl-2-prop-1-enyl-3,4,4a,7,8,8a-hexahydro-2H-pyrano[3,2-c]pyran-5-one

Details

• Internal ID: 9691b967-10f1-456f-8c14-b53d9b8ecb99
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 3,4-dihydroxy-7-methyl-2-prop-1-enyl-3,4,4a,7,8,8a-hexahydro-2H-pyrano[3,2-c]pyran-5-one
• SMILES (Canonical): CC=CC1C(C(C2C(O1)CC(OC2=O)C)O)O
• SMILES (Isomeric): CC=CC1C(C(C2C(O1)CC(OC2=O)C)O)O
• InChI: InChI=1S/C12H18O5/c1-3-4-7-10(13)11(14)9-8(17-7)5-6(2)16-12(9)15/h3-4,6-11,13-14H,5H2,1-2H3
• InChI Key: ZZOSPUNVWHXYII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.00
• 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	+	0.7807	78.07%
Caco-2	-	0.8273	82.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6019	60.19%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9365	93.65%
P-glycoprotein substrate	-	0.8516	85.16%
CYP3A4 substrate	-	0.5200	52.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.9262	92.62%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.8649	86.49%
CYP2C8 inhibition	-	0.9715	97.15%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4886	48.86%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9850	98.50%
Skin irritation	-	0.6224	62.24%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.3635	36.35%
Estrogen receptor binding	-	0.6137	61.37%
Androgen receptor binding	-	0.7940	79.40%
Thyroid receptor binding	-	0.6547	65.47%
Glucocorticoid receptor binding	+	0.5480	54.80%
Aromatase binding	-	0.7700	77.00%
PPAR gamma	-	0.7806	78.06%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7912	79.12%

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	92.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.89%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.16%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	82.19%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.85%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.46%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.30%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74394394
• LOTUS: LTS0020344
• wikiData: Q105386959