(1S,3R,4aR,5S,6R,8aS)-3-hydroxy-5-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-one

Details

• Internal ID: 9a4c0d81-778a-493a-9ef9-ea6c6b4823a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,3R,4aR,5S,6R,8aS)-3-hydroxy-5-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-one
• InChI: InChI=1S/C20H34O4/c1-13-5-8-20(4)14(2)18(24)16(23)11-17(20)19(13,3)9-6-15(12-22)7-10-21/h7,13-14,16-17,21-23H,5-6,8-12H2,1-4H3/b15-7-/t13-,14-,16-,17-,19+,20-/m1/s1
• InChI Key: HPEWMDSJFJEDHK-DFXVVPPVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.7438	74.38%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8035	80.35%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5674	56.74%
BSEP inhibitior	+	0.6742	67.42%
P-glycoprotein inhibitior	-	0.7768	77.68%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.7921	79.21%
CYP3A4 inhibition	-	0.6762	67.62%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.9216	92.16%
CYP2C8 inhibition	-	0.7873	78.73%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7001	70.01%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9419	94.19%
Skin irritation	-	0.5472	54.72%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5833	58.33%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6885	68.85%
Acute Oral Toxicity (c)	III	0.6814	68.14%
Estrogen receptor binding	+	0.7394	73.94%
Androgen receptor binding	+	0.5493	54.93%
Thyroid receptor binding	+	0.7368	73.68%
Glucocorticoid receptor binding	+	0.7964	79.64%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	-	0.5970	59.70%
Honey bee toxicity	-	0.7865	78.65%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9621	96.21%

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	94.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.48%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.08%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.56%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.33%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	82.47%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.91%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.54%	93.00%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 163067898
• LOTUS: LTS0204792
• wikiData: Q105031687