6-Hydroxy-5,5,9-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-13-carboxylic acid

Details

• Internal ID: a55e3cfe-7be7-45c2-91f2-1708db9ceecb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 6-hydroxy-5,5,9-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-13-carboxylic acid
• SMILES (Canonical): CC1(C2CCC34CC5C(C5(C3)C(=O)O)CC4C2(CCC1O)C)C
• SMILES (Isomeric): CC1(C2CCC34CC5C(C5(C3)C(=O)O)CC4C2(CCC1O)C)C
• InChI: InChI=1S/C20H30O3/c1-17(2)13-4-7-19-9-12-11(20(12,10-19)16(22)23)8-14(19)18(13,3)6-5-15(17)21/h11-15,21H,4-10H2,1-3H3,(H,22,23)
• InChI Key: PBIIARAOMCFHRH-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: 4.10
• Atomic LogP (AlogP): 3.70
• 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	+	0.9939	99.39%
Caco-2	+	0.5493	54.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5615	56.15%
P-glycoprotein inhibitior	-	0.8219	82.19%
P-glycoprotein substrate	-	0.8699	86.99%
CYP3A4 substrate	+	0.6538	65.38%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.8716	87.16%
CYP2C9 inhibition	-	0.7293	72.93%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9667	96.67%
CYP1A2 inhibition	-	0.7546	75.46%
CYP2C8 inhibition	-	0.8131	81.31%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9177	91.77%
Skin irritation	+	0.6259	62.59%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7556	75.56%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.6667	66.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7369	73.69%
Acute Oral Toxicity (c)	III	0.5504	55.04%
Estrogen receptor binding	+	0.8662	86.62%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.7087	70.87%
Glucocorticoid receptor binding	+	0.8715	87.15%
Aromatase binding	+	0.7850	78.50%
PPAR gamma	+	0.5295	52.95%
Honey bee toxicity	-	0.8519	85.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.41%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.58%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL204	P00734	Thrombin	87.80%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.18%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.27%	91.19%
CHEMBL237	P41145	Kappa opioid receptor	81.84%	98.10%

Plants that contains it

• Jungermannia exsertifolia

Cross-Links

• PubChem: 75149196
• LOTUS: LTS0210768
• wikiData: Q105205207