2-[(2'S,4aS,7S,8R,8aS)-2',4,4,7,8a-pentamethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 4db3d26c-abf0-4e0b-aff4-f3619d9938b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'S,4aS,7S,8R,8aS)-2',4,4,7,8a-pentamethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC1CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@@]([C@@]13CC[C@@](O3)(C)CC(=O)O)(CCCC2(C)C)C
• InChI: InChI=1S/C20H34O3/c1-14-7-8-15-17(2,3)9-6-10-19(15,5)20(14)12-11-18(4,23-20)13-16(21)22/h14-15H,6-13H2,1-5H3,(H,21,22)/t14-,15-,18-,19-,20+/m0/s1
• InChI Key: NVLJYZLKNZPYEN-HVXNZKGKSA-N
• Popularity: 0 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): 46.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.7817	78.17%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5095	50.95%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8321	83.21%
P-glycoprotein inhibitior	-	0.7488	74.88%
P-glycoprotein substrate	-	0.8991	89.91%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.6632	66.32%
CYP2C19 inhibition	-	0.6944	69.44%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	-	0.7032	70.32%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.7563	75.63%
Skin irritation	-	0.6264	62.64%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.6898	68.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7893	78.93%
Acute Oral Toxicity (c)	III	0.6419	64.19%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.5235	52.35%
Thyroid receptor binding	+	0.7060	70.60%
Glucocorticoid receptor binding	-	0.5059	50.59%
Aromatase binding	+	0.8346	83.46%
PPAR gamma	+	0.6336	63.36%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9484	94.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.27%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.02%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.09%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.25%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.90%	95.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.20%	97.86%

Plants that contains it

• Colophospermum mopane

Cross-Links

• PubChem: 636956
• LOTUS: LTS0142021
• wikiData: Q105186288