5-[(1S,2R,4aS,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

Details

• Internal ID: 17b423e4-2272-4ac3-9aea-a15aff86b328
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[(1S,2R,4aS,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCO)C)CCC=C2CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]([C@@]1(C)CCC(=CCO)C)CCC=C2CO)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/h6,10,16,18,21-22H,5,7-9,11-14H2,1-4H3/t16-,18-,19+,20-/m1/s1
• InChI Key: SJUBVOUDCYDWFH-RSPOEFSDSA-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): 40.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	+	0.8381	83.81%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6680	66.80%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8473	84.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5843	58.43%
BSEP inhibitior	-	0.4593	45.93%
P-glycoprotein inhibitior	-	0.8366	83.66%
P-glycoprotein substrate	-	0.8023	80.23%
CYP3A4 substrate	+	0.5591	55.91%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6955	69.55%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.6682	66.82%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	-	0.7966	79.66%
CYP2C8 inhibition	-	0.6159	61.59%
CYP inhibitory promiscuity	-	0.5184	51.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6101	61.01%
Eye corrosion	-	0.9647	96.47%
Eye irritation	-	0.9418	94.18%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6867	68.67%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	-	0.5396	53.96%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6405	64.05%
Acute Oral Toxicity (c)	III	0.6951	69.51%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	-	0.4911	49.11%
Thyroid receptor binding	+	0.7238	72.38%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.6181	61.81%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	96.73%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL2581	P07339	Cathepsin D	82.04%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.39%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Haplopappus taeda

Cross-Links

• PubChem: 163086424
• LOTUS: LTS0052168
• wikiData: Q105254551