(4aR,5S,6R,8aS)-5-[(3S)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carbaldehyde

Details

• Internal ID: 990f687a-acc0-4998-aadd-0bd84cac92d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aR,5S,6R,8aS)-5-[(3S)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carbaldehyde
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CCO)CCC=C2C=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]([C@@]1(C)CC[C@H](C)CCO)CCC=C2C=O)C
• InChI: InChI=1S/C20H34O2/c1-15(10-13-21)8-11-19(3)16(2)9-12-20(4)17(14-22)6-5-7-18(19)20/h6,14-16,18,21H,5,7-13H2,1-4H3/t15-,16+,18+,19-,20+/m0/s1
• InChI Key: AFKYIBHTOFRQCN-GRLGQGAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8367	83.67%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4810	48.10%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	+	0.6695	66.95%
P-glycoprotein inhibitior	-	0.7570	75.70%
P-glycoprotein substrate	-	0.7205	72.05%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.6812	68.12%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.7864	78.64%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.8041	80.41%
CYP2C8 inhibition	-	0.7884	78.84%
CYP inhibitory promiscuity	-	0.7676	76.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8109	81.09%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6130	61.30%
skin sensitisation	-	0.5377	53.77%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6126	61.26%
Acute Oral Toxicity (c)	III	0.8695	86.95%
Estrogen receptor binding	+	0.8598	85.98%
Androgen receptor binding	-	0.5725	57.25%
Thyroid receptor binding	+	0.7928	79.28%
Glucocorticoid receptor binding	+	0.6738	67.38%
Aromatase binding	+	0.7910	79.10%
PPAR gamma	-	0.5431	54.31%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	97.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.38%	94.45%
CHEMBL4072	P07858	Cathepsin B	86.65%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.82%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.02%	91.11%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 101235638
• LOTUS: LTS0158311
• wikiData: Q104911299