(1S,4R,5S,8R,9S,13R)-8,13-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: a12e7a40-7033-4749-b8b6-8eb880ee2f9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,5S,8R,9S,13R)-8,13-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• InChI: InChI=1S/C20H26O5/c1-11-15(22)19-8-4-12-17(2,16(23)24)7-6-14(21)18(12,3)13(19)5-9-20(11,25)10-19/h5,12,14,21,25H,1,4,6-10H2,2-3H3,(H,23,24)/t12-,14+,17-,18-,19-,20+/m0/s1
• InChI Key: FQLVUGQOFVEUJQ-MTZQICQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 4
• 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	+	0.9896	98.96%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	-	0.2209	22.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5419	54.19%
BSEP inhibitior	-	0.7481	74.81%
P-glycoprotein inhibitior	-	0.8399	83.99%
P-glycoprotein substrate	-	0.8048	80.48%
CYP3A4 substrate	+	0.6512	65.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.8761	87.61%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	-	0.9286	92.86%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.8085	80.85%
CYP2C8 inhibition	-	0.6197	61.97%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5746	57.46%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.7976	79.76%
Skin irritation	+	0.6448	64.48%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6329	63.29%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5437	54.37%
Acute Oral Toxicity (c)	I	0.4456	44.56%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	+	0.6769	67.69%
Glucocorticoid receptor binding	+	0.7294	72.94%
Aromatase binding	+	0.7055	70.55%
PPAR gamma	+	0.5583	55.83%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.88%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.18%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.00%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.36%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.24%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.46%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.81%	94.45%

Plants that contains it

• Adenostemma brasilianum

Cross-Links

• PubChem: 163009586
• LOTUS: LTS0239926
• wikiData: Q104999704