8,12-Dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: 74942adf-8764-453f-bca3-0ae42ddeeb09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 8,12-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CC1(CCC(C2(C1CCC34C2=CC(C(C3)C(=C)C4=O)O)C)O)C(=O)O
• SMILES (Isomeric): CC1(CCC(C2(C1CCC34C2=CC(C(C3)C(=C)C4=O)O)C)O)C(=O)O
• InChI: InChI=1S/C20H26O5/c1-10-11-9-20(16(10)23)7-4-13-18(2,17(24)25)6-5-15(22)19(13,3)14(20)8-12(11)21/h8,11-13,15,21-22H,1,4-7,9H2,2-3H3,(H,24,25)
• InChI Key: ILHYJJMPRBZUJC-UHFFFAOYSA-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): 2.08
• 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	-	0.5692	56.92%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8336	83.36%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	-	0.2366	23.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5169	51.69%
BSEP inhibitior	-	0.8696	86.96%
P-glycoprotein inhibitior	-	0.8335	83.35%
P-glycoprotein substrate	-	0.8171	81.71%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.9045	90.45%
CYP2C19 inhibition	-	0.9475	94.75%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8566	85.66%
CYP2C8 inhibition	-	0.6673	66.73%
CYP inhibitory promiscuity	-	0.9606	96.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9400	94.00%
Skin irritation	+	0.6405	64.05%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7414	74.14%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6007	60.07%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6954	69.54%
Acute Oral Toxicity (c)	III	0.5335	53.35%
Estrogen receptor binding	+	0.7711	77.11%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	+	0.7474	74.74%
Aromatase binding	+	0.5809	58.09%
PPAR gamma	+	0.5883	58.83%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	91.94%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.71%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.06%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.86%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.37%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.00%	93.00%

Plants that contains it

• Adenostemma brasilianum

Cross-Links

• PubChem: 162895915
• LOTUS: LTS0251707
• wikiData: Q105115210