6Beta-Hydroxygenipin

Details

• Internal ID: 34f67889-164a-4f73-b2f0-e126691772d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1R,4aS,5R,7aS)-1,5-dihydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1C(C=C2CO)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@@H](C=C2CO)O)O
• InChI: InChI=1S/C11H14O6/c1-16-10(14)6-4-17-11(15)8-5(3-12)2-7(13)9(6)8/h2,4,7-9,11-13,15H,3H2,1H3/t7-,8-,9+,11-/m1/s1
• InChI Key: QMBSLGFBNUKGRJ-SDNRWEOFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL2316923

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9420	94.20%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6435	64.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7917	79.17%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9725	97.25%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.8484	84.84%
CYP3A4 substrate	-	0.5102	51.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7885	78.85%
CYP2C9 inhibition	-	0.7527	75.27%
CYP2C19 inhibition	-	0.7124	71.24%
CYP2D6 inhibition	-	0.8767	87.67%
CYP1A2 inhibition	-	0.5267	52.67%
CYP2C8 inhibition	-	0.8100	81.00%
CYP inhibitory promiscuity	+	0.5250	52.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.9397	93.97%
Eye irritation	-	0.8908	89.08%
Skin irritation	-	0.7029	70.29%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7218	72.18%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5682	56.82%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6204	62.04%
Acute Oral Toxicity (c)	III	0.4408	44.08%
Estrogen receptor binding	-	0.5870	58.70%
Androgen receptor binding	-	0.7091	70.91%
Thyroid receptor binding	-	0.5835	58.35%
Glucocorticoid receptor binding	-	0.5764	57.64%
Aromatase binding	-	0.6789	67.89%
PPAR gamma	-	0.8432	84.32%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.6280	62.80%

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	96.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.60%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	85.98%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.75%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	84.01%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 71577496
• NPASS: NPC142583
• ChEMBL: CHEMBL2316923
• LOTUS: LTS0197266
• wikiData: Q105223899