(1S,4R,5E,8E)-6,10,10-trimethyl-2-methylidenecycloundeca-5,8-diene-1,4-diol

Details

• Internal ID: 7bc7029c-0dba-4c9f-8e1b-e5f07fa53927
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R,5E,8E)-6,10,10-trimethyl-2-methylidenecycloundeca-5,8-diene-1,4-diol
• SMILES (Canonical): CC1=CC(CC(=C)C(CC(C=CC1)(C)C)O)O
• SMILES (Isomeric): C/C/1=C\[C@@H](CC(=C)[C@H](CC(/C=C/C1)(C)C)O)O
• InChI: InChI=1S/C15H24O2/c1-11-6-5-7-15(3,4)10-14(17)12(2)9-13(16)8-11/h5,7-8,13-14,16-17H,2,6,9-10H2,1,3-4H3/b7-5+,11-8+/t13-,14-/m0/s1
• InChI Key: SOTOMHKZAYNRRQ-ULBNJILZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6450	64.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5770	57.70%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7176	71.76%
P-glycoprotein inhibitior	-	0.9556	95.56%
P-glycoprotein substrate	-	0.8153	81.53%
CYP3A4 substrate	+	0.5445	54.45%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7543	75.43%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	-	0.8374	83.74%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8328	83.28%
CYP2C8 inhibition	-	0.8829	88.29%
CYP inhibitory promiscuity	-	0.8064	80.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9461	94.61%
Eye irritation	-	0.5583	55.83%
Skin irritation	-	0.5762	57.62%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4609	46.09%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7075	70.75%
skin sensitisation	+	0.7018	70.18%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6994	69.94%
Acute Oral Toxicity (c)	III	0.7522	75.22%
Estrogen receptor binding	-	0.8271	82.71%
Androgen receptor binding	-	0.8353	83.53%
Thyroid receptor binding	-	0.6834	68.34%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	-	0.5580	55.80%
PPAR gamma	-	0.7003	70.03%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	89.03%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.03%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

• Betula pendula

Cross-Links

• PubChem: 163032422
• LOTUS: LTS0267340
• wikiData: Q105257187