Dehydroxy-isocalamendiol

Details

• Internal ID: e64bd2b7-0c9b-490a-b57b-3ce5e4f258b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 8-methyl-3-methylidene-5-propan-2-yl-1,2,4,7,8,8a-hexahydronaphthalen-4a-ol
• SMILES (Canonical): CC1CC=C(C2(C1CCC(=C)C2)O)C(C)C
• SMILES (Isomeric): CC1CC=C(C2(C1CCC(=C)C2)O)C(C)C
• InChI: InChI=1S/C15H24O/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13,14)16/h8,10,12,14,16H,3,5-7,9H2,1-2,4H3
• InChI Key: LZJKACCRRXUWAR-UHFFFAOYSA-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: 2.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• LZJKACCRRXUWAR-UHFFFAOYSA-N
• 4a(2H)-Naphthalenol, 1,5,6,7,8,8a-hexahydro-1-methyl-6-methylene-4-(1-methylethyl)-
• 5-Isopropyl-8-methyl-3-methylene-1,2,3,4,4a,7,8,8a-octahydronaphthalen-4a-ol
• 5-Isopropyl-8-methyl-3-methylene-1,3,4,7,8,8a-hexahydro-4a(2H)-naphthalenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7941	79.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4786	47.86%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9504	95.04%
OATP1B3 inhibitior	-	0.2356	23.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7446	74.46%
P-glycoprotein inhibitior	-	0.9122	91.22%
P-glycoprotein substrate	-	0.8595	85.95%
CYP3A4 substrate	+	0.5055	50.55%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.7718	77.18%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.6405	64.05%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8472	84.72%
CYP2C8 inhibition	-	0.8765	87.65%
CYP inhibitory promiscuity	-	0.8140	81.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6118	61.18%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.5390	53.90%
Skin irritation	+	0.6582	65.82%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4106	41.06%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6727	67.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7931	79.31%
Acute Oral Toxicity (c)	III	0.8879	88.79%
Estrogen receptor binding	-	0.8366	83.66%
Androgen receptor binding	-	0.6022	60.22%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	-	0.7746	77.46%
Aromatase binding	-	0.8125	81.25%
PPAR gamma	-	0.8433	84.33%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	96.60%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.75%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.27%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.67%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.00%	94.75%

Plants that contains it

• Acorus calamus
• Acorus calamus var. angustatus
• Acorus gramineus
• Hansenia forbesii
• Hansenia weberbaueriana

Cross-Links

• PubChem: 535379
• NPASS: NPC237010
• LOTUS: LTS0227849
• wikiData: Q105159906