10,13,16,18-Tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Details

• Internal ID: 17ca7787-2c3d-492b-8689-9cc03262e25a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 10,13,16,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
• SMILES (Canonical): CC1(C(CCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)OC3O)O)O)C
• SMILES (Isomeric): CC1(C(CCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)OC3O)O)O)C
• InChI: InChI=1S/C20H28O6/c1-8-9-4-5-10-19-7-6-11(21)18(2,3)13(19)12(22)16(26-17(19)25)20(10,14(8)23)15(9)24/h9-13,15-17,21-22,24-25H,1,4-7H2,2-3H3
• InChI Key: MRSSPTVTCWITTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.6660	66.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7434	74.34%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7641	76.41%
BSEP inhibitior	-	0.8944	89.44%
P-glycoprotein inhibitior	-	0.8115	81.15%
P-glycoprotein substrate	-	0.8026	80.26%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.8667	86.67%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.7477	74.77%
CYP2C8 inhibition	-	0.7703	77.03%
CYP inhibitory promiscuity	-	0.9542	95.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6325	63.25%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9526	95.26%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6323	63.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7669	76.69%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.7298	72.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7725	77.25%
Acute Oral Toxicity (c)	I	0.4013	40.13%
Estrogen receptor binding	+	0.8306	83.06%
Androgen receptor binding	+	0.6247	62.47%
Thyroid receptor binding	+	0.6695	66.95%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	+	0.6769	67.69%
PPAR gamma	+	0.6134	61.34%
Honey bee toxicity	-	0.8170	81.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9810	98.10%

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	97.21%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.68%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.38%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.97%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.02%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.05%	95.56%

Plants that contains it

• Isodon coetsa
• Isodon pleiophyllus

Cross-Links

• PubChem: 14396785
• LOTUS: LTS0178664
• wikiData: Q105170900