3'-Hydroxy-2',4,5',6a-tetramethylspiro[2,3,3b,5,6,7-hexahydrocyclopenta[a]pentalene-1,1'-cyclopentane]-4-carboxylic acid

Details

• Internal ID: 7632b0f4-cba6-4f34-9261-0a156d7fb44c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: 3'-hydroxy-2',4,5',6a-tetramethylspiro[2,3,3b,5,6,7-hexahydrocyclopenta[a]pentalene-1,1'-cyclopentane]-4-carboxylic acid
• SMILES (Canonical): CC1CC(C(C12CCC3=C2CC4(C3C(CC4)(C)C(=O)O)C)C)O
• SMILES (Isomeric): CC1CC(C(C12CCC3=C2CC4(C3C(CC4)(C)C(=O)O)C)C)O
• InChI: InChI=1S/C20H30O3/c1-11-9-15(21)12(2)20(11)6-5-13-14(20)10-18(3)7-8-19(4,16(13)18)17(22)23/h11-12,15-16,21H,5-10H2,1-4H3,(H,22,23)
• InChI Key: IXEKUSSTAAFIKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6287	62.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6307	63.07%
P-glycoprotein inhibitior	-	0.7788	77.88%
P-glycoprotein substrate	-	0.7437	74.37%
CYP3A4 substrate	+	0.6036	60.36%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.8958	89.58%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.7296	72.96%
CYP2C8 inhibition	-	0.8668	86.68%
CYP inhibitory promiscuity	-	0.9447	94.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5303	53.03%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7509	75.09%
Skin irritation	+	0.7235	72.35%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6500	65.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.6101	61.01%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.6963	69.63%
Androgen receptor binding	+	0.5612	56.12%
Thyroid receptor binding	+	0.6713	67.13%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.5971	59.71%
PPAR gamma	-	0.5554	55.54%
Honey bee toxicity	-	0.8921	89.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.15%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.88%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.46%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162999587
• LOTUS: LTS0198605
• wikiData: Q104169225