(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enal

Details

• Internal ID: c42260fa-3ea1-44cc-90a4-6c99fb3e1a4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enal
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CC=O)CO)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/C=O)/CO)CCC=C2C)C
• InChI: InChI=1S/C20H32O2/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17(14-22)10-13-21/h6,10,13,16,18,22H,5,7-9,11-12,14H2,1-4H3/b17-10-/t16-,18+,19+,20+/m1/s1
• InChI Key: XVPYSVWPVBKORI-MPZBOKFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8422	84.22%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4889	48.89%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	-	0.2208	22.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	+	0.7123	71.23%
P-glycoprotein inhibitior	-	0.5906	59.06%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.6809	68.09%
CYP2C9 inhibition	+	0.5245	52.45%
CYP2C19 inhibition	-	0.5755	57.55%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	-	0.7526	75.26%
CYP2C8 inhibition	-	0.6840	68.40%
CYP inhibitory promiscuity	-	0.6478	64.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.9625	96.25%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9833	98.33%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8149	81.49%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5733	57.33%
skin sensitisation	+	0.5098	50.98%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6605	66.05%
Acute Oral Toxicity (c)	III	0.6327	63.27%
Estrogen receptor binding	+	0.7822	78.22%
Androgen receptor binding	+	0.5304	53.04%
Thyroid receptor binding	+	0.6653	66.53%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	+	0.5729	57.29%
PPAR gamma	-	0.5120	51.20%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.91%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	85.86%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.48%	90.24%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.62%	86.00%
CHEMBL4208	P20618	Proteasome component C5	80.19%	90.00%

Plants that contains it

• Symphyopappus reticulatus

Cross-Links

• PubChem: 162959344
• LOTUS: LTS0138560
• wikiData: Q105343077