8,10,15-Trihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 0dd80759-0674-447e-ae68-8e1141aacda6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 8,10,15-trihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1(CCC(C2(C1CCC34C2(CCC(C3)C(=C)C4O)O)C)O)C(=O)O
• SMILES (Isomeric): CC1(CCC(C2(C1CCC34C2(CCC(C3)C(=C)C4O)O)C)O)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-11-12-4-9-20(25)18(3)13(5-8-19(20,10-12)15(11)22)17(2,16(23)24)7-6-14(18)21/h12-15,21-22,25H,1,4-10H2,2-3H3,(H,23,24)
• InChI Key: NDKJQQGVHHGFGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.4894	48.94%
Blood Brain Barrier	+	0.5027	50.27%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6226	62.26%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	-	0.2533	25.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6577	65.77%
BSEP inhibitior	-	0.6608	66.08%
P-glycoprotein inhibitior	-	0.8834	88.34%
P-glycoprotein substrate	-	0.6718	67.18%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8295	82.95%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8035	80.35%
CYP2C8 inhibition	-	0.7567	75.67%
CYP inhibitory promiscuity	-	0.9355	93.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8682	86.82%
Skin irritation	+	0.6079	60.79%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6118	61.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7287	72.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5977	59.77%
Acute Oral Toxicity (c)	I	0.5645	56.45%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.6852	68.52%
Thyroid receptor binding	+	0.6568	65.68%
Glucocorticoid receptor binding	+	0.8635	86.35%
Aromatase binding	+	0.7316	73.16%
PPAR gamma	-	0.5147	51.47%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	93.24%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.30%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.17%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.39%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.47%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.46%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	84.02%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.49%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.80%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.01%	100.00%

Plants that contains it

• Platycarphella carlinoides

Cross-Links

• PubChem: 14396750
• LOTUS: LTS0028810
• wikiData: Q105177580