1-Methyl-4beta-isopropyl-5-cyclohexene-1alpha,2alpha,3alpha-triol

Details

• Internal ID: 85cc6ffe-57d5-44dd-aad3-84ac6ca68cb9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1R,2R,3S,6S)-3-methyl-6-propan-2-ylcyclohex-4-ene-1,2,3-triol
• SMILES (Canonical): CC(C)C1C=CC(C(C1O)O)(C)O
• SMILES (Isomeric): CC(C)[C@H]1C=C[C@]([C@@H]([C@@H]1O)O)(C)O
• InChI: InChI=1S/C10H18O3/c1-6(2)7-4-5-10(3,13)9(12)8(7)11/h4-9,11-13H,1-3H3/t7-,8-,9-,10+/m1/s1
• InChI Key: XGHAQANKWRPDSO-KYXWUPHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9435	94.35%
Caco-2	-	0.7794	77.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9385	93.85%
P-glycoprotein inhibitior	-	0.9633	96.33%
P-glycoprotein substrate	-	0.9422	94.22%
CYP3A4 substrate	-	0.6207	62.07%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8016	80.16%
CYP3A4 inhibition	-	0.8003	80.03%
CYP2C9 inhibition	-	0.7466	74.66%
CYP2C19 inhibition	-	0.9207	92.07%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.8050	80.50%
CYP2C8 inhibition	-	0.9863	98.63%
CYP inhibitory promiscuity	-	0.8077	80.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.8465	84.65%
Eye irritation	-	0.5843	58.43%
Skin irritation	+	0.5694	56.94%
Skin corrosion	+	0.5629	56.29%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6639	66.39%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.6469	64.69%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.7321	73.21%
Nephrotoxicity	-	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.7685	76.85%
Estrogen receptor binding	-	0.8524	85.24%
Androgen receptor binding	-	0.8632	86.32%
Thyroid receptor binding	-	0.6635	66.35%
Glucocorticoid receptor binding	-	0.7828	78.28%
Aromatase binding	-	0.8747	87.47%
PPAR gamma	-	0.8290	82.90%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7486	74.86%

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	94.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.81%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.81%	95.93%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.95%	95.56%

Plants that contains it

• Ageratina glabrata

Cross-Links

• PubChem: 132583192
• LOTUS: LTS0115466
• wikiData: Q103813394