(+)-Iridodial lactol

Details

• Internal ID: b1b42521-56f6-4806-ae2b-3981596d0843
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1R,4aS,7S,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
• SMILES (Canonical): CC1CCC2C1C(OC=C2C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C)O
• InChI: InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3/t6-,8+,9+,10+/m0/s1
• InChI Key: OJGPEAXUHQRLNC-JZKKDOLYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1R,4aS,7S,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
• Nepetalactol
• CHEBI:26
• (+)-cis-trans-nepetalactol
• SCHEMBL24228255
• (1R,4aS,7S,7aR)-nepetalactol
• DTXSID101133756
• (1R)-(+)-cis,trans-nepetalactol
• LMPR0102070017
• Q27105199
• 183071-73-0
• Cyclopenta[c]pyran-1-ol, 1,4a,5,6,7,7a-hexahydro-4,7-dimethyl-, (1alpha,4aalpha,7alpha,7aalpha)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.5796	57.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4542	45.42%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9684	96.84%
P-glycoprotein inhibitior	-	0.9692	96.92%
P-glycoprotein substrate	-	0.9098	90.98%
CYP3A4 substrate	-	0.5897	58.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7771	77.71%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.8520	85.20%
CYP2C19 inhibition	-	0.7475	74.75%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	+	0.5628	56.28%
CYP2C8 inhibition	-	0.7887	78.87%
CYP inhibitory promiscuity	-	0.8945	89.45%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.8799	87.99%
Eye irritation	-	0.6387	63.87%
Skin irritation	+	0.5911	59.11%
Skin corrosion	-	0.8407	84.07%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6387	63.87%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6063	60.63%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7713	77.13%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	-	0.8712	87.12%
Androgen receptor binding	-	0.7091	70.91%
Thyroid receptor binding	-	0.8398	83.98%
Glucocorticoid receptor binding	-	0.9324	93.24%
Aromatase binding	-	0.9055	90.55%
PPAR gamma	-	0.8628	86.28%
Honey bee toxicity	-	0.9692	96.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8291	82.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.73%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.30%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.11%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	80.18%	83.82%
CHEMBL2581	P07339	Cathepsin D	80.15%	98.95%

Plants that contains it

• Iris domestica

Cross-Links

• PubChem: 442438
• NPASS: NPC181562
• LOTUS: LTS0204563
• wikiData: Q27105199