(Z)-5-[(1R,2R,4aS,7S,8aR)-7-hydroxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: fcdbf6a5-7582-4329-9485-6546a2164671
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-5-[(1R,2R,4aS,7S,8aR)-7-hydroxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O3/c1-13(10-18(22)23)6-8-19(4)14(2)7-9-20(5)15(3)11-16(21)12-17(19)20/h10-11,14,16-17,21H,6-9,12H2,1-5H3,(H,22,23)/b13-10-/t14-,16-,17-,19-,20-/m1/s1
• InChI Key: SDNCUWYLZFLTRE-MNWPKSPASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7531	75.31%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7356	73.56%
OATP2B1 inhibitior	-	0.8677	86.77%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5343	53.43%
P-glycoprotein inhibitior	-	0.6973	69.73%
P-glycoprotein substrate	-	0.7302	73.02%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.7123	71.23%
CYP2C9 inhibition	-	0.9443	94.43%
CYP2C19 inhibition	-	0.9290	92.90%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9220	92.20%
CYP2C8 inhibition	-	0.6489	64.89%
CYP inhibitory promiscuity	-	0.8541	85.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9963	99.63%
Eye irritation	-	0.9123	91.23%
Skin irritation	+	0.7010	70.10%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5358	53.58%
skin sensitisation	+	0.4841	48.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8673	86.73%
Acute Oral Toxicity (c)	III	0.8268	82.68%
Estrogen receptor binding	+	0.6514	65.14%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	+	0.7434	74.34%
Glucocorticoid receptor binding	+	0.7391	73.91%
Aromatase binding	+	0.7315	73.15%
PPAR gamma	-	0.4894	48.94%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	95.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.32%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.09%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.86%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.82%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.53%	86.33%

Plants that contains it

• Brickellia secundiflora

Cross-Links

• PubChem: 14109649
• LOTUS: LTS0182231
• wikiData: Q105250753