(1'S,2S,4'S,5'R,9'S,10'R,13'R)-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylic acid

Details

• Internal ID: 075ca736-3eac-4f49-887f-6d5413ab28c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1'S,2S,4'S,5'R,9'S,10'R,13'R)-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C5(C4)CO5)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@@]5(C4)CO5)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-17-7-3-8-18(2,16(21)22)14(17)6-9-19-10-13(4-5-15(17)19)20(11-19)12-23-20/h13-15H,3-12H2,1-2H3,(H,21,22)/t13-,14+,15+,17-,18-,19+,20-/m1/s1
• InChI Key: YDGXRSPFVBSYLM-WMUQSPHGSA-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): 49.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.7524	75.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6718	67.18%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5102	51.02%
BSEP inhibitior	-	0.4649	46.49%
P-glycoprotein inhibitior	-	0.8158	81.58%
P-glycoprotein substrate	-	0.7731	77.31%
CYP3A4 substrate	+	0.6256	62.56%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8512	85.12%
CYP3A4 inhibition	-	0.8117	81.17%
CYP2C9 inhibition	-	0.5290	52.90%
CYP2C19 inhibition	-	0.6953	69.53%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.6830	68.30%
CYP2C8 inhibition	-	0.7652	76.52%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6532	65.32%
Eye corrosion	-	0.9621	96.21%
Eye irritation	-	0.8191	81.91%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6613	66.13%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7403	74.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.8397	83.97%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	+	0.6440	64.40%
Glucocorticoid receptor binding	+	0.7735	77.35%
Aromatase binding	+	0.7080	70.80%
PPAR gamma	-	0.5547	55.47%
Honey bee toxicity	-	0.8519	85.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.69%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.95%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.45%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.15%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	82.51%	98.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.07%	93.00%

Plants that contains it

• Mikania arrojadoi

Cross-Links

• PubChem: 162899005
• LOTUS: LTS0034684
• wikiData: Q105346739