(1R,2S,4S,5R,9S,10S,12S,13R)-2,12-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 9ded808c-4e90-4d29-8afe-88c0d22714f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,4S,5R,9S,10S,12S,13R)-2,12-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O4/c1-11-9-20-10-12(11)13(21)7-15(20)18(2)5-4-6-19(3,17(23)24)14(18)8-16(20)22/h12-16,21-22H,1,4-10H2,2-3H3,(H,23,24)/t12-,13+,14+,15+,16+,18-,19-,20+/m1/s1
• InChI Key: RONBIYCSDVBSJS-KJZHOODZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	-	0.2147	21.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5990	59.90%
BSEP inhibitior	-	0.7214	72.14%
P-glycoprotein inhibitior	-	0.8508	85.08%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8577	85.77%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8155	81.55%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.9492	94.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5974	59.74%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8457	84.57%
Skin irritation	+	0.5492	54.92%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5591	55.91%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6260	62.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9056	90.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4899	48.99%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.8399	83.99%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	-	0.5683	56.83%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.80%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.52%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.11%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.77%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.86%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.16%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162989595
• LOTUS: LTS0046034
• wikiData: Q105242331