2-Hydroxy-5,9,11,13-tetramethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid

Details

• Internal ID: e385c95a-f1fa-4882-bed2-e9d794eda0ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2-hydroxy-5,9,11,13-tetramethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1C2C3C2(CC4(C3)C1C5(CCCC(C5CC4O)(C)C(=O)O)C)C
• SMILES (Isomeric): CC1C2C3C2(CC4(C3)C1C5(CCCC(C5CC4O)(C)C(=O)O)C)C
• InChI: InChI=1S/C21H32O3/c1-11-15-12-9-21(10-20(12,15)4)14(22)8-13-18(2,16(11)21)6-5-7-19(13,3)17(23)24/h11-16,22H,5-10H2,1-4H3,(H,23,24)
• InChI Key: ZPXRZTKOBBFDAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.95
• 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	+	0.9940	99.40%
Caco-2	+	0.6468	64.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7811	78.11%
P-glycoprotein inhibitior	-	0.7413	74.13%
P-glycoprotein substrate	-	0.7455	74.55%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.6865	68.65%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	-	0.6427	64.27%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9401	94.01%
Skin irritation	+	0.5732	57.32%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7115	71.15%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6089	60.89%
skin sensitisation	-	0.7176	71.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6409	64.09%
Acute Oral Toxicity (c)	III	0.6280	62.80%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	+	0.7779	77.79%
Aromatase binding	+	0.7917	79.17%
PPAR gamma	-	0.5702	57.02%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9673	96.73%

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	92.20%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.02%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.26%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.29%	96.61%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.24%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.76%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.32%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.94%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.30%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.30%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.17%	95.50%

Plants that contains it

• Helianthus grosseserratus

Cross-Links

• PubChem: 163025283
• LOTUS: LTS0078017
• wikiData: Q105381300