Isomanool

Details

• Internal ID: b22b7423-c043-4848-b3b8-914f2d6b7eba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol
• SMILES (Canonical): CC1=CCC2C(CCCC2(C1CCC(C)(C=C)O)C)(C)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@H]1CC[C@](C)(C=C)O)(CCCC2(C)C)C
• InChI: InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,9,16-17,21H,1,8,10-14H2,2-6H3/t16-,17-,19-,20+/m0/s1
• InChI Key: YHUUQRPBUXILLV-QGZVKYPTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.50 g/mol
• Exact Mass: 290.260965704 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL500040
• DTXSID301345733
• LABDA-7,14-DIEN-13(R)-OL
• 40185-32-8
• Q63396217

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5009	50.09%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8044	80.44%
OATP1B3 inhibitior	+	0.8455	84.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6365	63.65%
P-glycoprotein inhibitior	-	0.8743	87.43%
P-glycoprotein substrate	-	0.8486	84.86%
CYP3A4 substrate	+	0.5819	58.19%
CYP2C9 substrate	+	0.5024	50.24%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.6880	68.80%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8527	85.27%
CYP2C8 inhibition	+	0.5199	51.99%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.5768	57.68%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6762	67.62%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6673	66.73%
skin sensitisation	+	0.7983	79.83%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7688	76.88%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.5860	58.60%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	-	0.6692	66.92%
PPAR gamma	+	0.5507	55.07%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	99.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	90.79%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.23%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.24%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.16%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	84.25%	81.29%
CHEMBL1937	Q92769	Histone deacetylase 2	83.82%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	83.38%	94.73%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%

Plants that contains it

• Aster spathulifolius

Cross-Links

• PubChem: 15923774
• LOTUS: LTS0009077
• wikiData: Q63396217