[(1R,2S,3S,5S,7R,8S,9S,10S,11R,15S)-7,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Details

• Internal ID: 958d9eed-61e3-4cfa-b83d-fbbc2b6c5dfe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,3S,5S,7R,8S,9S,10S,11R,15S)-7,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C45COC3(C(C4C(CCC5O)(C)C)O)O)C(C2=C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]45CO[C@@]3([C@H]([C@@H]4C(CC[C@@H]5O)(C)C)O)O)[C@@H](C2=C)O
• InChI: InChI=1S/C22H32O7/c1-10-12-7-13(29-11(2)23)15-20-9-28-22(27,21(15,8-12)17(10)25)18(26)16(20)19(3,4)6-5-14(20)24/h12-18,24-27H,1,5-9H2,2-4H3/t12-,13+,14+,15+,16-,17-,18+,20+,21+,22-/m1/s1
• InChI Key: GPEGTSAHBPPFTF-ZPZIEGDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.7464	74.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7818	78.18%
BSEP inhibitior	-	0.5600	56.00%
P-glycoprotein inhibitior	-	0.7609	76.09%
P-glycoprotein substrate	-	0.5537	55.37%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8701	87.01%
CYP2C9 inhibition	-	0.6638	66.38%
CYP2C19 inhibition	-	0.7726	77.26%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.7408	74.08%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9500	95.00%
Skin irritation	+	0.4903	49.03%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4762	47.62%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.4414	44.14%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	+	0.6334	63.34%
Honey bee toxicity	-	0.7029	70.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.81%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.76%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.95%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.84%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.54%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.43%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.35%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	84.45%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.05%	90.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.46%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.90%	82.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.56%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.48%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.45%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.61%	94.97%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.03%	94.08%

Plants that contains it

• Isodon angustifolius
• Isodon oresbius
• Isodon setschwanensis
• Isodon ternifolius

Cross-Links

• PubChem: 101306770
• LOTUS: LTS0119771
• wikiData: Q104396650