[(1S,2R,5R,6S,7S)-2,6,8-trimethyl-6-tricyclo[5.3.1.01,5]undec-8-enyl]methanol

Details

• Internal ID: 5c9eef2a-4e86-48a1-bfaf-6e82a36c6a81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Cedrane and isocedrane sesquiterpenoids
• IUPAC Name: [(1S,2R,5R,6S,7S)-2,6,8-trimethyl-6-tricyclo[5.3.1.01,5]undec-8-enyl]methanol
• SMILES (Canonical): CC1CCC2C13CC=C(C(C3)C2(C)CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@]13CC=C([C@H](C3)[C@]2(C)CO)C
• InChI: InChI=1S/C15H24O/c1-10-6-7-15-8-12(10)14(3,9-16)13(15)5-4-11(15)2/h6,11-13,16H,4-5,7-9H2,1-3H3/t11-,12+,13+,14+,15+/m1/s1
• InChI Key: PPTXKCYXNDLKTQ-QTVXIADOSA-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: 3.40
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• DTXSID401027964
• 18319-40-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.8191	81.91%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.8499	84.99%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8687	86.87%
P-glycoprotein inhibitior	-	0.9569	95.69%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	+	0.5072	50.72%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.7472	74.72%
CYP3A4 inhibition	-	0.8157	81.57%
CYP2C9 inhibition	-	0.6669	66.69%
CYP2C19 inhibition	-	0.7314	73.14%
CYP2D6 inhibition	-	0.8934	89.34%
CYP1A2 inhibition	-	0.7671	76.71%
CYP2C8 inhibition	-	0.8775	87.75%
CYP inhibitory promiscuity	-	0.6878	68.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9415	94.15%
Eye irritation	-	0.4920	49.20%
Skin irritation	-	0.5907	59.07%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4704	47.04%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6142	61.42%
skin sensitisation	+	0.6460	64.60%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6591	65.91%
Acute Oral Toxicity (c)	III	0.8445	84.45%
Estrogen receptor binding	-	0.8404	84.04%
Androgen receptor binding	-	0.6585	65.85%
Thyroid receptor binding	-	0.7128	71.28%
Glucocorticoid receptor binding	-	0.7593	75.93%
Aromatase binding	-	0.7511	75.11%
PPAR gamma	-	0.8562	85.62%
Honey bee toxicity	-	0.9456	94.56%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.76%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.73%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.36%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	81.86%	97.79%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.09%	95.56%

Plants that contains it

• Aglaia meridionalis
• Allium ursinum
• Ammi majus
• Arcangelisia gusanlung
• Artemisia schmidtiana
• Brickellia pendula
• Citrus deliciosa
• Cladanthus scariosus
• Cleidion brevipetiolatum
• Copaifera paupera
• Crotalaria spectabilis
• Endosamara racemosa
• Entandrophragma cylindricum
• Escallonia virgata
• Ficus maxima
• Gleichenia polypodioides
• Hesperocyparis nevadensis
• Jacobaea erratica
• Juniperus thurifera
• Lathyrus linifolius
• Leptospermum scoparium
• Magnolia acuminata
• Onoclea struthiopteris
• Ophioglossum vulgatum
• Plectranthus amboinicus
• Plumbago europaea
• Reissantia indica
• Rhodanthe stricta
• Simmondsia chinensis
• Tabebuia rosea
• Tanacetum santolina
• Timonius kaniensis

Cross-Links

• PubChem: 22211622
• NPASS: NPC34497
• LOTUS: LTS0224589
• wikiData: Q105213041