18-Norlabda-8(20),13-diene-4alpha,15-diol

Details

• Internal ID: 2fddea9c-9007-4bef-870f-036eea4434ea
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (1R,4aR,5S,8aR)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-ol
• SMILES (Canonical): CC(=CCO)CCC1C(=C)CCC2C1(CCCC2(C)O)C
• SMILES (Isomeric): C/C(=C\CO)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@@]2(C)O)C
• InChI: InChI=1S/C19H32O2/c1-14(10-13-20)6-8-16-15(2)7-9-17-18(16,3)11-5-12-19(17,4)21/h10,16-17,20-21H,2,5-9,11-13H2,1,3-4H3/b14-10+/t16-,17+,18+,19+/m0/s1
• InChI Key: ZHMKECHJAPXWCT-YEAYZCRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₂
• Molecular Weight: 292.50 g/mol
• Exact Mass: 292.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7998	79.98%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5146	51.46%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5885	58.85%
BSEP inhibitior	-	0.5752	57.52%
P-glycoprotein inhibitior	-	0.7964	79.64%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.5970	59.70%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.5393	53.93%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8018	80.18%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.8168	81.68%
CYP2C8 inhibition	-	0.6195	61.95%
CYP inhibitory promiscuity	-	0.7477	74.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6623	66.23%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8630	86.30%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7182	71.82%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8351	83.51%
skin sensitisation	-	0.6599	65.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7399	73.99%
Acute Oral Toxicity (c)	III	0.8365	83.65%
Estrogen receptor binding	+	0.5715	57.15%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	+	0.5945	59.45%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.6414	64.14%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.05%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.16%	82.69%
CHEMBL1977	P11473	Vitamin D receptor	89.85%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.06%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.25%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.46%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.26%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.73%	92.94%

Plants that contains it

• Pinus contorta

Cross-Links

• PubChem: 101277956
• LOTUS: LTS0092099
• wikiData: Q105375852