6-Hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 5b1b74d4-01db-4955-9924-5404c34ce6db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCC(C(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O)O
• SMILES (Isomeric): CC12CCC(C(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O)O
• InChI: InChI=1S/C20H30O3/c1-12-10-20-9-6-14-18(2,15(20)5-4-13(12)11-20)8-7-16(21)19(14,3)17(22)23/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)
• InChI Key: KCJVDDSMQGJVAF-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: 4.60
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 66556-91-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.7671	76.71%
Blood Brain Barrier	+	0.5277	52.77%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6083	60.83%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.8170	81.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5006	50.06%
BSEP inhibitior	-	0.5574	55.74%
P-glycoprotein inhibitior	-	0.8004	80.04%
P-glycoprotein substrate	-	0.7637	76.37%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8788	87.88%
CYP2C9 inhibition	-	0.7921	79.21%
CYP2C19 inhibition	-	0.8314	83.14%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8200	82.00%
CYP2C8 inhibition	-	0.7872	78.72%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5228	52.28%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.7202	72.02%
Skin irritation	+	0.5777	57.77%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4575	45.75%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.6887	68.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.5585	55.85%
Acute Oral Toxicity (c)	I	0.5234	52.34%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	+	0.7158	71.58%
Glucocorticoid receptor binding	+	0.8598	85.98%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	-	0.6147	61.47%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.27%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.37%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	85.15%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.34%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.69%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.44%	95.56%

Plants that contains it

• Stachys byzantina

Cross-Links

• PubChem: 76376083
• LOTUS: LTS0048061
• wikiData: Q105138791