4-Cadinen-11,12-diol

Details

• Internal ID: af0f72c9-d257-4573-b7e1-0d4ec6b287cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,4S,4aR,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propane-1,2-diol
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)C)C(C)(CO)O
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@H]2[C@@H]1CCC(=C2)C)C(C)(CO)O
• InChI: InChI=1S/C15H26O2/c1-10-4-6-12-11(2)5-7-14(13(12)8-10)15(3,17)9-16/h8,11-14,16-17H,4-7,9H2,1-3H3/t11-,12+,13+,14-,15?/m0/s1
• InChI Key: YEEYAKPKPQMIPD-LUNVINKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8214	82.14%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4763	47.63%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.9434	94.34%
P-glycoprotein substrate	-	0.7731	77.31%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	0.7632	76.32%
CYP2D6 substrate	-	0.7717	77.17%
CYP3A4 inhibition	-	0.6005	60.05%
CYP2C9 inhibition	-	0.7275	72.75%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.7762	77.62%
CYP2C8 inhibition	-	0.7819	78.19%
CYP inhibitory promiscuity	-	0.7871	78.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4340	43.40%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8694	86.94%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	-	0.6645	66.45%
Androgen receptor binding	-	0.4907	49.07%
Thyroid receptor binding	+	0.6102	61.02%
Glucocorticoid receptor binding	-	0.5121	51.21%
Aromatase binding	-	0.7732	77.32%
PPAR gamma	-	0.8197	81.97%
Honey bee toxicity	-	0.9475	94.75%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9116	91.16%

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	96.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.90%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.78%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.53%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%

Plants that contains it

• Ligularia kanaitzensis
• Ligularia lamarum
• Ligularia virgaurea
• Petasites japonicus

Cross-Links

• PubChem: 146682505
• LOTUS: LTS0256753
• wikiData: Q105028026