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

Details

• Internal ID: b214b582-aa62-4e25-adca-e8e6e125db41
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-2-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCO)CO)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/CO)/CO)CCC=C2C)C
• InChI: InChI=1S/C20H34O2/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17(14-22)10-13-21/h6,10,16,18,21-22H,5,7-9,11-14H2,1-4H3/b17-10-/t16-,18+,19+,20+/m1/s1
• InChI Key: MLAUJHUBSWZGEO-MPZBOKFQSA-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	+	0.9889	98.89%
Caco-2	+	0.8145	81.45%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.6167	61.67%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.8373	83.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5593	55.93%
BSEP inhibitior	+	0.6408	64.08%
P-glycoprotein inhibitior	-	0.7656	76.56%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	+	0.5843	58.43%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6389	63.89%
CYP2C9 inhibition	-	0.6936	69.36%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.6235	62.35%
CYP inhibitory promiscuity	-	0.5741	57.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.9428	94.28%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5983	59.83%
skin sensitisation	+	0.4767	47.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7733	77.33%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.7832	78.32%
Androgen receptor binding	-	0.4885	48.85%
Thyroid receptor binding	+	0.6852	68.52%
Glucocorticoid receptor binding	+	0.6936	69.36%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.5702	57.02%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	94.62%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.24%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.05%	94.75%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.59%	86.00%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 101673697
• LOTUS: LTS0065849
• wikiData: Q105166381