(1S,3R,7S)-1,3-dimethoxy-7-methyl-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-5,7-diol

Details

• Internal ID: 2dacd485-60ec-4c94-81f1-ae39759763e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,3R,7S)-1,3-dimethoxy-7-methyl-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-5,7-diol
• SMILES (Canonical): CC1(CC(C2C1C(OC(C2)OC)OC)O)O
• SMILES (Isomeric): C[C@@]1(CC(C2C1[C@H](O[C@H](C2)OC)OC)O)O
• InChI: InChI=1S/C11H20O5/c1-11(13)5-7(12)6-4-8(14-2)16-10(15-3)9(6)11/h6-10,12-13H,4-5H2,1-3H3/t6?,7?,8-,9?,10+,11+/m1/s1
• InChI Key: YBCFURRNWBFVNX-KXMRTTNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₅
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8778	87.78%
Caco-2	-	0.5160	51.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.5530	55.30%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	+	0.8858	88.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9754	97.54%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	+	0.5957	59.57%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7735	77.35%
CYP3A4 inhibition	-	0.9005	90.05%
CYP2C9 inhibition	-	0.8619	86.19%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.6848	68.48%
CYP2C8 inhibition	-	0.9221	92.21%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9219	92.19%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7992	79.92%
Skin irritation	-	0.6874	68.74%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4769	47.69%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4748	47.48%
Acute Oral Toxicity (c)	III	0.4026	40.26%
Estrogen receptor binding	-	0.7423	74.23%
Androgen receptor binding	-	0.7388	73.88%
Thyroid receptor binding	+	0.6175	61.75%
Glucocorticoid receptor binding	-	0.8141	81.41%
Aromatase binding	-	0.7624	76.24%
PPAR gamma	-	0.6379	63.79%
Honey bee toxicity	-	0.6642	66.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.3653	36.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.13%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.63%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.85%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	86.80%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	85.84%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.17%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.03%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.95%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 5318707
• NPASS: NPC249598
• LOTUS: LTS0077731
• wikiData: Q105345757