beta-Cuparenol

Details

• Internal ID: 900e82f0-a219-4404-b05f-539d6980eac7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4S)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-ol
• SMILES (Canonical): CC1=CC=C(C=C1)C2(CC(CC2(C)C)O)C
• SMILES (Isomeric): CC1=CC=C(C=C1)[C@]2(C[C@H](CC2(C)C)O)C
• InChI: InChI=1S/C15H22O/c1-11-5-7-12(8-6-11)15(4)10-13(16)9-14(15,2)3/h5-8,13,16H,9-10H2,1-4H3/t13-,15+/m0/s1
• InChI Key: SRSPZMSNYAVIMD-DZGCQCFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 24887-33-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9699	96.99%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6442	64.42%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6071	60.71%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.8877	88.77%
CYP3A4 substrate	-	0.5720	57.20%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3919	39.19%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.8307	83.07%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.6992	69.92%
CYP2C8 inhibition	-	0.9682	96.82%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6824	68.24%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.8998	89.98%
Eye irritation	+	0.5714	57.14%
Skin irritation	+	0.6628	66.28%
Skin corrosion	-	0.8513	85.13%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4366	43.66%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.7195	71.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	-	0.6219	62.19%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5245	52.45%
Glucocorticoid receptor binding	-	0.7899	78.99%
Aromatase binding	-	0.7373	73.73%
PPAR gamma	-	0.6026	60.26%
Honey bee toxicity	-	0.9497	94.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9584	95.84%

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	94.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.67%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.51%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.50%	90.24%

Plants that contains it

• Juniperus chinensis
• Platycladus orientalis

Cross-Links

• PubChem: 101324800
• NPASS: NPC84075
• LOTUS: LTS0033190
• wikiData: Q105259386