7R,8R-8-Hydroxy-4-isopropylidene-7-methylbicyclo[5.3.1]undec-1-ene

Details

• Internal ID: f4f9daa7-585e-4ebe-b7fa-cc0721c628c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1Z,7R,8R)-7-methyl-4-propan-2-ylidenebicyclo[5.3.1]undec-1-en-8-ol
• SMILES (Canonical): CC(=C1CCC2(CC(=CC1)CCC2O)C)C
• SMILES (Isomeric): CC(=C1CC[C@@]2(C/C(=C\C1)/CC[C@H]2O)C)C
• InChI: InChI=1S/C15H24O/c1-11(2)13-6-4-12-5-7-14(16)15(3,10-12)9-8-13/h4,14,16H,5-10H2,1-3H3/b12-4-/t14-,15-/m1/s1
• InChI Key: KJKNNQHQAHDKSZ-GVEVTVJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7-Methyl-4-(1-methylethylidene)bicyclo[5.3.1]undec-1-en-8-ol #
• 7R,8R-8-Hydroxy-4-isopropylidene-7-methylbicyclo[5.3.1]undec-1-ene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.9345	93.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4906	49.06%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7482	74.82%
P-glycoprotein inhibitior	-	0.9668	96.68%
P-glycoprotein substrate	-	0.8831	88.31%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7544	75.44%
CYP3A4 inhibition	-	0.8650	86.50%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.7420	74.20%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8009	80.09%
CYP2C8 inhibition	-	0.8870	88.70%
CYP inhibitory promiscuity	-	0.8431	84.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.6194	61.94%
Skin irritation	+	0.7687	76.87%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4510	45.10%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5147	51.47%
skin sensitisation	+	0.7064	70.64%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8032	80.32%
Estrogen receptor binding	-	0.9088	90.88%
Androgen receptor binding	-	0.5593	55.93%
Thyroid receptor binding	-	0.6448	64.48%
Glucocorticoid receptor binding	-	0.6347	63.47%
Aromatase binding	-	0.7241	72.41%
PPAR gamma	-	0.7676	76.76%
Honey bee toxicity	-	0.9541	95.41%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	95.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.34%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.86%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%

Plants that contains it

• Artemisia capillaris

Cross-Links

• PubChem: 21160893
• NPASS: NPC19604