3,10-Dihydroxy-6,12-dimethyl-3,10-bis(6-methylhept-5-en-2-yl)tricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione

Details

• Internal ID: a0ce99f9-6c34-494e-8ac0-ad7fa8f9b222
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,10-dihydroxy-6,12-dimethyl-3,10-bis(6-methylhept-5-en-2-yl)tricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione
• SMILES (Canonical): CC1=CC2C3C(C1C(=O)C2(C(C)CCC=C(C)C)O)C(=CC(=O)C3(C(C)CCC=C(C)C)O)C
• SMILES (Isomeric): CC1=CC2C3C(C1C(=O)C2(C(C)CCC=C(C)C)O)C(=CC(=O)C3(C(C)CCC=C(C)C)O)C
• InChI: InChI=1S/C30H44O4/c1-17(2)11-9-13-21(7)29(33)23-15-19(5)26(28(29)32)25-20(6)16-24(31)30(34,27(23)25)22(8)14-10-12-18(3)4/h11-12,15-16,21-23,25-27,33-34H,9-10,13-14H2,1-8H3
• InChI Key: ULCRKUCNGNUAOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₄
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.32395988 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.6722	67.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7640	76.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.8484	84.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9579	95.79%
P-glycoprotein inhibitior	+	0.6050	60.50%
P-glycoprotein substrate	-	0.5798	57.98%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.7595	75.95%
CYP2C9 inhibition	-	0.7643	76.43%
CYP2C19 inhibition	-	0.8797	87.97%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	-	0.8382	83.82%
CYP2C8 inhibition	-	0.8624	86.24%
CYP inhibitory promiscuity	-	0.6316	63.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9185	91.85%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6464	64.64%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.6140	61.40%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7399	73.99%
Acute Oral Toxicity (c)	III	0.7365	73.65%
Estrogen receptor binding	+	0.6712	67.12%
Androgen receptor binding	+	0.6559	65.59%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.5584	55.84%
PPAR gamma	+	0.6127	61.27%
Honey bee toxicity	-	0.6908	69.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.01%	96.90%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.86%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.40%	85.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.40%	90.17%

Plants that contains it

• Baccharis scandens

Cross-Links

• PubChem: 14845518
• LOTUS: LTS0017767
• wikiData: Q105275016