(Z)-2-[2-[(1S,2R,4aR,8aR)-2-(hydroxymethyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 007a437e-a676-4979-946f-d29d75e4b063
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-2-[2-[(1S,2R,4aR,8aR)-2-(hydroxymethyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol
• InChI: InChI=1S/C20H34O3/c1-15-5-4-6-18-19(15,2)11-8-17(14-23)20(18,3)10-7-16(13-22)9-12-21/h5,9,17-18,21-23H,4,6-8,10-14H2,1-3H3/b16-9-/t17-,18-,19-,20+/m0/s1
• InChI Key: QDAQTNBAKZVGTN-YWNKOXJLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.7336	73.36%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5258	52.58%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5236	52.36%
BSEP inhibitior	+	0.5666	56.66%
P-glycoprotein inhibitior	-	0.8332	83.32%
P-glycoprotein substrate	-	0.7972	79.72%
CYP3A4 substrate	+	0.5890	58.90%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.5419	54.19%
CYP2C9 inhibition	-	0.7179	71.79%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.8403	84.03%
CYP2C8 inhibition	-	0.6034	60.34%
CYP inhibitory promiscuity	-	0.5924	59.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5668	56.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4983	49.83%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	+	0.6746	67.46%
Glucocorticoid receptor binding	+	0.7348	73.48%
Aromatase binding	+	0.6769	67.69%
PPAR gamma	+	0.5692	56.92%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.79%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.26%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.17%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.60%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.77%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%
CHEMBL4072	P07858	Cathepsin B	80.34%	93.67%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 163188460
• LOTUS: LTS0174260
• wikiData: Q105218704