(1R,4R,9S,10R,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-9-carboxylic acid

Details

• Internal ID: 1d2586e9-c329-4fe8-96c9-f339e5e52713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4R,9S,10R,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-9-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4O)C(=O)O)C
• SMILES (Isomeric): CC1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)[C@H]4O)C(=O)O)C
• InChI: InChI=1S/C20H30O3/c1-12-13-5-6-15-19(11-13,16(12)21)10-7-14-18(2,3)8-4-9-20(14,15)17(22)23/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)/t13-,14-,15-,16-,19-,20+/m1/s1
• InChI Key: OPKKBOZLQOGRNE-DIZUZXFTSA-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: 3.90
• Atomic LogP (AlogP): 4.01
• 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	+	0.9947	99.47%
Caco-2	+	0.6402	64.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	-	0.3107	31.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5181	51.81%
BSEP inhibitior	-	0.4498	44.98%
P-glycoprotein inhibitior	-	0.8162	81.62%
P-glycoprotein substrate	-	0.8362	83.62%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.7995	79.95%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.7559	75.59%
CYP2C8 inhibition	-	0.6126	61.26%
CYP inhibitory promiscuity	-	0.7914	79.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6386	63.86%
Skin irritation	+	0.5061	50.61%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6077	60.77%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5725	57.25%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.5400	54.00%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	-	0.6680	66.80%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.85%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.56%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.62%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%

Plants that contains it

• Solenostoma rotundatum

Cross-Links

• PubChem: 102066367
• LOTUS: LTS0077230
• wikiData: Q105196407