9,10,18-Trihydroxy-12-(hydroxymethyl)-12-methyl-6-(3-oxobutyl)-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Details

• Internal ID: ffe6ab9d-bf20-4022-864f-e37d38c75b74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 9,10,18-trihydroxy-12-(hydroxymethyl)-12-methyl-6-(3-oxobutyl)-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
• SMILES (Canonical): CC(=O)CCC1C2CCC3C45CCCC(C4C(C(C3(C2O)C1=O)(OC5)O)O)(C)CO
• SMILES (Isomeric): CC(=O)CCC1C2CCC3C45CCCC(C4C(C(C3(C2O)C1=O)(OC5)O)O)(C)CO
• InChI: InChI=1S/C23H34O7/c1-12(25)4-5-13-14-6-7-15-21-9-3-8-20(2,10-24)16(21)19(28)23(29,30-11-21)22(15,17(13)26)18(14)27/h13-16,18-19,24,27-29H,3-11H2,1-2H3
• InChI Key: BWHHPELUFIBVLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₇
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.23045342 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5503	55.03%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7523	75.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6817	68.17%
BSEP inhibitior	+	0.7123	71.23%
P-glycoprotein inhibitior	-	0.8164	81.64%
P-glycoprotein substrate	-	0.6506	65.06%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	-	0.5771	57.71%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7337	73.37%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9744	97.44%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6650	66.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5419	54.19%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6445	64.45%
Acute Oral Toxicity (c)	III	0.4054	40.54%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.7540	75.40%
Thyroid receptor binding	-	0.4944	49.44%
Glucocorticoid receptor binding	+	0.7910	79.10%
Aromatase binding	+	0.5750	57.50%
PPAR gamma	-	0.5408	54.08%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9083	90.83%

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	96.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.41%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.95%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.71%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.27%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.59%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.69%	96.61%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.07%	98.46%
CHEMBL340	P08684	Cytochrome P450 3A4	86.99%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.85%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.82%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.49%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.10%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.95%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.71%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.31%	97.28%

Plants that contains it

• Isodon parvifolius

Cross-Links

• PubChem: 162981355
• LOTUS: LTS0112319
• wikiData: Q104947238