[(1S,4aR,8S,8aR)-3,8-dimethyl-5-propan-2-ylidene-2,4a,6,7,8,8a-hexahydro-1H-naphthalen-1-yl] acetate

Details

• Internal ID: c3c4c2b3-8512-4992-b88c-51ea9f8e530f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,4aR,8S,8aR)-3,8-dimethyl-5-propan-2-ylidene-2,4a,6,7,8,8a-hexahydro-1H-naphthalen-1-yl] acetate
• SMILES (Canonical): CC1CCC(=C(C)C)C2C1C(CC(=C2)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1CCC(=C(C)C)[C@H]2[C@@H]1[C@H](CC(=C2)C)OC(=O)C
• InChI: InChI=1S/C17H26O2/c1-10(2)14-7-6-12(4)17-15(14)8-11(3)9-16(17)19-13(5)18/h8,12,15-17H,6-7,9H2,1-5H3/t12-,15-,16-,17+/m0/s1
• InChI Key: CWMAZHJECLOCQL-OSMBCOQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9017	90.17%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5623	56.23%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8608	86.08%
P-glycoprotein inhibitior	-	0.8872	88.72%
P-glycoprotein substrate	-	0.8377	83.77%
CYP3A4 substrate	+	0.5426	54.26%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.8786	87.86%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	+	0.5485	54.85%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.7570	75.70%
CYP2C8 inhibition	-	0.7806	78.06%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9154	91.54%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9545	95.45%
Eye irritation	+	0.5551	55.51%
Skin irritation	-	0.6112	61.12%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.6098	60.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.3795	37.95%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.7525	75.25%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6410	64.10%
Acute Oral Toxicity (c)	III	0.8140	81.40%
Estrogen receptor binding	-	0.6382	63.82%
Androgen receptor binding	-	0.5215	52.15%
Thyroid receptor binding	-	0.5562	55.62%
Glucocorticoid receptor binding	-	0.6000	60.00%
Aromatase binding	-	0.8654	86.54%
PPAR gamma	-	0.7462	74.62%
Honey bee toxicity	-	0.8643	86.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.43%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.78%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.14%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.86%	96.95%

Plants that contains it

• Marsupella aquatica

Cross-Links

• PubChem: 101204918
• LOTUS: LTS0009377
• wikiData: Q104971373