(+)-Neomatatabiol

Details

• Internal ID: 21088b2e-ddf7-448d-9757-842e537b773f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,4S,4aR,7S,7aR)-4,7-dimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyran-1-ol
• SMILES (Canonical): CC1CCC2C1C(OCC2C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1[C@H](OC[C@H]2C)O
• InChI: InChI=1S/C10H18O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h6-11H,3-5H2,1-2H3/t6-,7+,8+,9+,10-/m0/s1
• InChI Key: DUQRVHURUWMFMN-CHHOWFRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 21699-53-6
• DTXSID60331827
• (1S,4S,4aR,7S,7aR)-4,7-dimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyran-1-ol
• (1S,4S,4aR,7S,7aR)-4,7-dimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta(c)pyran-1-ol
• RefChem:67465
• DTXCID60282921
• C09790
• CHEBI:33
• Q27105205
• (1S,4S,4aR,7S,7aR)-4,7-dimethyl-octahydrocyclopenta[c]pyran-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.6977	69.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5221	52.21%
OATP2B1 inhibitior	-	0.8455	84.55%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9787	97.87%
P-glycoprotein inhibitior	-	0.9755	97.55%
P-glycoprotein substrate	-	0.8791	87.91%
CYP3A4 substrate	-	0.5424	54.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7648	76.48%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	-	0.7946	79.46%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.5161	51.61%
CYP2C8 inhibition	-	0.9341	93.41%
CYP inhibitory promiscuity	-	0.9768	97.68%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.7976	79.76%
Eye irritation	+	0.6161	61.61%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6310	63.10%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5575	55.75%
skin sensitisation	-	0.6723	67.23%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7507	75.07%
Acute Oral Toxicity (c)	III	0.6766	67.66%
Estrogen receptor binding	-	0.8742	87.42%
Androgen receptor binding	-	0.7001	70.01%
Thyroid receptor binding	-	0.7504	75.04%
Glucocorticoid receptor binding	-	0.8912	89.12%
Aromatase binding	-	0.8707	87.07%
PPAR gamma	-	0.9102	91.02%
Honey bee toxicity	-	0.8400	84.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8845	88.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.83%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.53%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	82.68%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.26%	91.11%

Plants that contains it

• Actinidia polygama
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 442429
• NPASS: NPC236212